Home Cart Sign in  
Chemical Structure| 74494-52-3 Chemical Structure| 74494-52-3

Structure of 74494-52-3

Chemical Structure| 74494-52-3

*Storage: {[sel_prStorage]}

*Shipping: {[sel_prShipping]}

,{[proInfo.pro_purity]}

4.5 *For Research Use Only !

{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]} Purity: {[proInfo.pro_purity]}

Change View

Size Price VIP Price

US Stock

Global Stock

In Stock
{[ item.pr_size ]} Inquiry {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate,item.pr_is_large_size_no_price, item.vip_usd) ]}

US Stock: ship in 0-1 business day
Global Stock: ship in 5-7 days

  • {[ item.pr_size ]}

In Stock

- +

Please Login or Create an Account to: See VIP prices and availability

US Stock: ship in 0-1 business day
Global Stock: ship in 2 weeks

  • 1-2 Day Shipping
  • High Quality
  • Technical Support
Product Citations

Alternative Products

Product Details of [ 74494-52-3 ]

CAS No. :74494-52-3
Formula : C7H13NO2
M.W : 143.18
SMILES Code : O=C(O)CC1CNCCC1
MDL No. :MFCD06410646
InChI Key :WKXRHAACRPUBIC-UHFFFAOYSA-N
Pubchem ID :283696

Safety of [ 74494-52-3 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H319-H302-H335-H315
Precautionary Statements:P304+P340-P302+P352-P305+P351+P338-P301+P312-P261

Application In Synthesis of [ 74494-52-3 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 74494-52-3 ]

[ 74494-52-3 ] Synthesis Path-Downstream   1~23

  • 1
  • [ 74494-52-3 ]
  • 3-(2-hydroxyethyl)piperidine [ No CAS ]
  • 3
  • [ 501-81-5 ]
  • [ 74494-52-3 ]
YieldReaction ConditionsOperation in experiment
81% With hydrogen;platinum(IV) oxide; In acetic acid; at 20℃; for 16h; To a solution of 2-(pyridin-3-yl)acetic acid (274 mg, 2.0 mmol, 1.0 eq) in AcOH (2 niL) was added Pt02 (226 mg, 1.0 mmol, 0.5 eq). The mixture was stirred at room temperature for 16 h under H2. The catalyst was filtered out and the filtrate was concentrated to give 2-(piperidin-3-yl)acetic acid as a slight yellow solid (300 mg, Y: 81%). ESI-MS (M+H)+: 143.1. 1H NMR (400 MHz, CD3OD) δ: 3.34-3.31 (m, IH), 2.84- 2.77 (m, IH), 2.64-2.57 (m, 3H ), 2.18-2.10 (m, 3H), 1.86-1.83 (m, 2H), 1.71-1.67 (m, IH), 1.24-1.22 (m, IH).
  • 4
  • [ 24424-99-5 ]
  • [ 74494-52-3 ]
  • [ 183483-09-2 ]
  • 5
  • [ 74494-52-3 ]
  • (2R)-N-methyl-2-(N-methyl-N-((2R)-2-(N-methyl-N-(((3S)-piperidin-3-yl)acetyl)amino)-3-(2-naphthyl)propionyl)amino)-3-phenylpropionamide [ No CAS ]
  • 6
  • [ 74494-52-3 ]
  • (2R)-N-methyl-2-(N-methyl-N-((2R)-2-(N-methyl-N-(((3R)-piperidin-3-yl)acetyl)amino)-3-(2-naphthyl)propionyl)amino)-3-phenylpropionamide [ No CAS ]
  • 7
  • [ 74494-52-3 ]
  • 3-[(methyl-{1-[methyl-(1-methylcarbamoyl-2-phenyl-ethyl)-carbamoyl]-2-naphthalen-2-yl-ethyl}-carbamoyl)-methyl]-piperidine-1-carboxylic acid <i>tert</i>-butyl ester [ No CAS ]
  • 8
  • [ 74494-52-3 ]
  • (+)-(R)-1-Azabicyclo<3.3.1>nonan-2-on [ No CAS ]
  • 9
  • [ 74494-52-3 ]
  • [ 115909-93-8 ]
  • 10
  • [ 74494-52-3 ]
  • [ 115909-95-0 ]
  • 11
  • [ 74494-52-3 ]
  • (+)-(R)-Piperidin-3-propionitril-hydrochlorid [ No CAS ]
  • 12
  • [ 74494-52-3 ]
  • (+)-(R)-Piperidin-3-propionsaeure-hydrochlorid [ No CAS ]
  • 13
  • [ 74494-52-3 ]
  • [ 115909-94-9 ]
  • 14
  • [ 74494-52-3 ]
  • [ 115909-92-7 ]
  • 15
  • [ 64119-42-2 ]
  • [ 74494-52-3 ]
  • [ 898229-67-9 ]
YieldReaction ConditionsOperation in experiment
54% With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20℃; for 3h; (b) { 1-[3-Cyano-5-(ethoxycarbonyl)-6-inethylpyridin-2-yI]piperdin-3-yl}acetic acid; Ethyl 6-chloro-5-cyano-2-methylnicotinate (1.00 g, 4.45 mmol), piperidin-3-ylacetic acid (0.701 g, 4.90 mmol) and DIPEA (2.33 mL, 13.4 mmol) were dissolved in DMF (30 mL) and stirred at r.t for 3 days. The reaction mixture was diluted with EtOAc (100 mL), washed with saturated NH4Cl (2 x 25 mL), saturated NaHCO3 (2 x25 mL), brine (25 m), dried (Mg5O4) and concentrated under reduced pressure to afford crude material. Flash chromatography (9:1 EPO <DP n="235"/>EtOAc/hexanes with 1% AcOH) gave {1-[3-cyano-5-(ethoxycarbonyl)-6-methylpyridin-2- yl]piperdin-3-yl}acetic acid as a solid. Yield: 0.791 g (54 %).1HNMR (400 MHz, CDCl3): 6 1.37 (3H, t, J= 7.1 Hz), 1.39-1.44 (1H, m), 1.63-1.73 (1H, m), 1.78-1.85 (1H, m), 1.98-2.03 (1H, m), 2.16-2.24 (1H, m), 2.29-2.34 (1H, m), 2.40-2.46 (1H, m), 2.71 (3H, s), 3.08-3.13 (1H, m), 3.26-3.32 (1H, m), 4.31 (2H, q, J= 7.1 Hz), 4.44- 4.50 (1H, m), 4.52-4.56 (1H, m), 8.33 (1H, s). M5 m/z: 330 (M-I).
54% With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20℃; for 3h; (b) { 1-[3-Cyano-5-(ethoxycarbonyl)-6-inethylpyridin-2-yI]piperdin-3-yl}acetic acid; Ethyl 6-chloro-5-cyano-2-methylnicotinate (1.00 g, 4.45 mmol), piperidin-3-ylacetic acid (0.701 g, 4.90 mmol) and DIPEA (2.33 mL, 13.4 mmol) were dissolved in DMF (30 mL) and stirred at r.t for 3 days. The reaction mixture was diluted with EtOAc (100 mL), washed with saturated NH4Cl (2 x 25 mL), saturated NaHCO3 (2 x25 mL), brine (25 m), dried (Mg5O4) and concentrated under reduced pressure to afford crude material. Flash chromatography (9:1 EPO <DP n="235"/>EtOAc/hexanes with 1% AcOH) gave {1-[3-cyano-5-(ethoxycarbonyl)-6-methylpyridin-2- yl]piperdin-3-yl}acetic acid as a solid. Yield: 0.791 g (54 %).1HNMR (400 MHz, CDCl3): 6 1.37 (3H, t, J= 7.1 Hz), 1.39-1.44 (1H, m), 1.63-1.73 (1H, m), 1.78-1.85 (1H, m), 1.98-2.03 (1H, m), 2.16-2.24 (1H, m), 2.29-2.34 (1H, m), 2.40-2.46 (1H, m), 2.71 (3H, s), 3.08-3.13 (1H, m), 3.26-3.32 (1H, m), 4.31 (2H, q, J= 7.1 Hz), 4.44- 4.50 (1H, m), 4.52-4.56 (1H, m), 8.33 (1H, s). M5 m/z: 330 (M-I).
YieldReaction ConditionsOperation in experiment
A. 3-PIPERIDINYLACETIC ACID STR51 3-Pyridylacetic acid hydrochloride (13 grams) (74.9 mmoles) was hydrogenated as described in Preparative Example 7 to give a mixture of unreacted 3-pyridylacetic acid and the product compound (76:24) (8.63 grams, MH+
YieldReaction ConditionsOperation in experiment
B. 1-N-ACETYL-3-PIPERIDINYLACETIC ACID STR44 The mixture of compounds from Preparative Example 4A (8.56 grams) are reacted with acetic anhydride (8.56 grams) as described in Preparative Example 3A and the crude mixture of products is diluted in methanol (60 ml) and passed over a bed of BioRad AG50WX4 resin (RSO3 H) and the latter is eluted with methanol. The eluates are evaporated to dryness to give the title compound (Yield: 1.23 grams, MH+
  • 18
  • [ 74494-52-3 ]
  • [ 169253-07-0 ]
YieldReaction ConditionsOperation in experiment
With acetic anhydride; In methanol; B. 1-N-ACETYL-3-PIPERIDINYLACETIC ACID STR52 The mixture of compounds from Preparative Example 10A (8.56 grams) were reacted with acetic anhydride (8.56 grams) as described in Preparative Example 5A and the crude mixture of products was taken up in MeOH (60 ml) and passed over a bed of BioRad AG50WX4 resin (RSO3 H) and the latter was eluted with MeOH. The eluates were evaporated to dryness to give the product compound (Yield: 1.23 grams, MH+
With acetic anhydride; In methanol; B. 1-N-ACETYL-3-PIPERIDINYLACETIC ACID STR62 The mixture of compounds from Preparative Example 6A (8.56 grams) were reacted with acetic anhydride (8.56 grams) as described in Preparative Example 5B and the crude mixture of products was diluted in methanol (60 ml) and passed over a bed of BioRad AG50WX4 resin (RSO3 H) and the latter was eluted with methanol. The eluates were evaporated to dryness to give the title compound (Yield: 1.23 grams, MH+ 186).
With acetic anhydride; In methanol; B. 1-N-ACETYL-3-PIPERIDINYLACETIC ACID STR148 The mixture of compounds from Preparative Example 18A (8.56 grams) were reacted with acetic anhydride (8.56 grams) as described in Preparative Example 13A and the crude mixture of products was taken up in MeOH (60 ml) and passed over a bed of BioRad AG50WX4 resin (RSO3 H) and the latter was eluted with MeOH. The eluates were evaporated to dryness to give the title compound (Yield: 1.23 grams, MH+ 186).
  • 19
  • [ 74494-52-3 ]
  • 3-piperidineacetic acid ethyl ester hydrochloride [ No CAS ]
YieldReaction ConditionsOperation in experiment
With hydrogenchloride; In diethyl ether; ethanol; STR21 A suspension of <strong>[74494-52-3]3-piperidineacetic acid</strong> (4.5 g, 0.032 mol, described in J. Org. Chem., 2a, 602, 1963) in a mixture of dry hydrogen chloride (excess) in ethanol was stirred at ambient temperature. When the solid was dissolved, the solution was stirred for 2 days. The solvent was evaporated invacuo and the residue was reevaporated with diethyl ether (25 ml) and then stirred with diethyl ether (35 ml) for 20 minutes. The solid was isolated by filtration and dried. This afforded 6.1 g of <strong>[74494-52-3]3-piperidineacetic acid</strong> ethyl ester hydrochloride as a solid. M.p. 111-113 C.
With hydrogenchloride; In diethyl ether; ethanol; Example 18 1-(3-(10,11-Dihydro-5H-dibenz[b,f]azepin-5-yl)-1-propyl)-<strong>[74494-52-3]3-piperidineacetic acid</strong> hydrochloride A suspension of <strong>[74494-52-3]3-piperidineacetic acid</strong> (4.5 g, 0.032 mol, described in J. Org. Chem., 28, 602, 1963) in a mixture of dry hydrogen chloride (excess) in ethanol was stirred at ambient temperature. When the solid was dissolved, the solution was stirred for 2 days. The solvent was evaporated in vacuo and the residue was reevaporated with diethyl ether (25 ml) and then stirred with diethyl ether (35 ml) for 20 minutes. The solid was isolated by filtration and dried. This afforded 6.1 g of <strong>[74494-52-3]3-piperidineacetic acid</strong> ethyl ester hydrochloride as a solid. M.p. 111-113 C.
  • 20
  • [ 501-81-5 ]
  • [ 74494-52-3 ]
  • [ 501-53-1 ]
  • [ 86827-10-3 ]
YieldReaction ConditionsOperation in experiment
With hydrogenchloride; H2; sodium hydroxide; In water; C. 1-[(Phenylmethoxy)carbonyl]-<strong>[74494-52-3]3-piperidineacetic acid</strong> Platinum oxide (300 mg, Alfa) was added to a solution of 3-pyridyl acetic acid (3.3 g, 24.08 mmol) in water (120 mL) and conc. HCl (2.5 mL). The solution was hydrogenated at up to 50 psi of H2 pressure for 6.5 hrs. The catalyst was removed by filtration through a pad of Celite and the pad was washed with more water. The stirred aqueous solution of the 3-piperidine acetic acid was cooled (0-5 C.) and treated with 5 N aqueous NaOH solution (20 mL). Benzyl chloroformate (4 mL) was added dropwise to the cooled, stirred solution. During the ten minute addition, the pH was maintained between 10 and 12 by addition of NaOH solution. After one hour the reaction mixture was extracted with ether (2*100 mL). The ether extracts were discarded and the aqueous layer was acidified with 2 N HCl solution. The acidified aqueous layer was then extracted with ethyl acetate (2*100 mL). The combined extracts were dried over magnesium sulfate and concentrated in vacuo to give title compound as an oil (7.0 g, contained EtOAc).
  • 21
  • [ 1265323-46-3 ]
  • [ 74494-52-3 ]
  • [ 1265322-06-2 ]
YieldReaction ConditionsOperation in experiment
Example 222-(l-(2-Hydroxy-2-(4-(5-(5-phenyl-4-propylisoxazol-3-yl)-l,2,4-oxadiazol-3- yl)phenyl)ethyl)piperidin-3-yl)acetic acid[00259] To a solution of <strong>[74494-52-3]2-(piperidin-3-yl)acetic acid</strong> (51 mg, 0.36 mmol) in 0.5 mL dry DMSO was added tetrabutylammonium hydroxide (0.360 mL, 360 μmol, IM inTHF) and the reaction mixture was stirred at room temperature for 15 min. 2-bromo-l- (4-(5-(5-phenyl-4-propylisoxazol-3-yl)-l,2,4-oxadiazol-3-yl)phenyl)ethanol, Preparation 1C (30 mg, 0.066 mmol) was dissolved in 0.5 mL DMSO and added and the reaction mixture was agitated at 400 rpm on an INNOVA platform shaker at 80 0C for 1.5 hours. The reaction was diluted with 250 μL of MeOH and purified by HPLC (MeOH-H2O-TFA) to give 2-(l-(2-hydroxy-2-(4-(5-(5-phenyl-4-propylisoxazol-3-yl)-l,2,4-oxadiazol- 3-yl)phenyl)ethyl)piperidin-3-yl)acetic acid. MS (m+1) = 517. HPLC RT = 2.08 min using a Waters Masslynx instrument equipped with a 19x100 mm 5uM Cl 8 column and a method of 0-100% B solvent over 15 min at a flow rate of 20 mL/min. Solvent A is 5:95 acetonitrile/water; solvent B is 95:5 acetonitrile/water and both contain 0.5% TFA.
  • 22
  • [ 1446358-48-0 ]
  • [ 74494-52-3 ]
  • C24H22F2N6O3 [ No CAS ]
YieldReaction ConditionsOperation in experiment
32% With N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; water; at 120℃; for 18h; General procedure: General procedure B A solution of amino nucleophile (3 equiv.), triethylamine (10 equiv.), and Intermediate 1 (1 equiv.) was stirred in dioxane and water (2:1 ratio) at 90 C until complete consumption of starting material was observed by LC/MS. The solution was diluted withiN hydrochloric acid and dichloromethane. The layers were then separated and thelayer was extracted with dichloromethane. The organics were combined, dried over magnesium sulfate, filtered, and the solvent was removed in vacuo. Purification yielded theproductThe title compound was prepared following general procedure B, except <strong>[74494-52-3]2-(piperidin-3-yl)acetic acid</strong> was the amine reactant, 6 equivalents of Hunig’s base was used instead of triethylamine, and contents were heated to 120 C for 18 h as a solution in THF/water (10:1). Solvent was removed under a stream of nitrogen, and the resulting crude material was purified via reverse phase HPLC to deliver the desired compound, Compound 1-229 (8.1 mg, 32% yield) as a solid.1H NMR (500 MHz, CD3OD) ö ppm 8.84 (m, 1 H), 8.28 (m, 1 H), 7.73 (m, 1 H), 7.32 (m, 1 H),7.12 (m, 2 H), 6.98 (m, 2 H), 6.04 (s, 2 H), 4.96 (m, 1 H), 4.67 (m, 1 H), 3.54 (m, 1 H), 3.27 (m, 1 H), 2.42 (m, 2 H), 2.25 (m, 1 H), 2.00 (m, 2 H), 1.79 (m, 1 H), 1.54 (m, 1 H).
  • 23
  • [ 1265323-46-3 ]
  • [ 74494-52-3 ]
  • [ 76-05-1 ]
  • 2-(1-(2-hydroxy-2-(4-(5-(5-phenyl-4-propylisoxazol-3-yl)-1,2,4-oxadiazol-3-yl)phenyl)ethyl)piperidin-3-yl)acetic acid trifluoroacetate [ No CAS ]
 

Historical Records

Technical Information

Categories

Related Functional Groups of
[ 74494-52-3 ]

Carboxylic Acids

Chemical Structure| 1822-31-7

A415036 [1822-31-7]

3-(Piperidin-3-yl)propanoic acid

Similarity: 1.00

Chemical Structure| 887587-28-2

A571247 [887587-28-2]

2-(4-Methylpiperidin-3-yl)acetic acid

Similarity: 1.00

Chemical Structure| 71985-81-4

A120360 [71985-81-4]

2-(Piperidin-3-yl)acetic acid hydrochloride

Similarity: 0.97

Chemical Structure| 1334509-89-5

A163854 [1334509-89-5]

(R)-2-(Piperidin-3-yl)acetic acid hydrochloride

Similarity: 0.97

Chemical Structure| 71985-82-5

A696564 [71985-82-5]

3-(Piperidin-3-yl)propanoic acid hydrochloride

Similarity: 0.97

Related Parent Nucleus of
[ 74494-52-3 ]

Piperidines

Chemical Structure| 1822-31-7

A415036 [1822-31-7]

3-(Piperidin-3-yl)propanoic acid

Similarity: 1.00

Chemical Structure| 887587-28-2

A571247 [887587-28-2]

2-(4-Methylpiperidin-3-yl)acetic acid

Similarity: 1.00

Chemical Structure| 71985-81-4

A120360 [71985-81-4]

2-(Piperidin-3-yl)acetic acid hydrochloride

Similarity: 0.97

Chemical Structure| 1334509-89-5

A163854 [1334509-89-5]

(R)-2-(Piperidin-3-yl)acetic acid hydrochloride

Similarity: 0.97

Chemical Structure| 71985-82-5

A696564 [71985-82-5]

3-(Piperidin-3-yl)propanoic acid hydrochloride

Similarity: 0.97