[ CAS No. 1630907-10-6 ] {[proInfo.proName]}

Name: 1630907-10-6|2-Azaspiro[3.3]heptan-6-ol hydrochloride|98%
Brand: Ambeed
SKU: A130751
Rating: 90 (27 reviews)

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Quality Control of [ 1630907-10-6 ]

COA NMR CNMR HPLC LC-MS

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SDS Specification

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Product Details of [ 1630907-10-6 ]

CAS No. :	1630907-10-6	MDL No. :	MFCD23703064
Formula :	C₆H₁₂ClNO	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	GVISYHVUGUIQRD-UHFFFAOYSA-N
M.W :	149.62	Pubchem ID :	73554122
Synonyms :

Safety of [ 1630907-10-6 ]

Signal Word:	Warning	Class:	N/A
Precautionary Statements:	P261-P305+P351+P338	UN#:	N/A
Hazard Statements:	H302-H315-H319-H335	Packing Group:	N/A
GHS Pictogram:

Application In Synthesis of [ 1630907-10-6 ]

* 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 [ 1630907-10-6 ]

[ 1630907-10-6 ] Synthesis Path-Downstream 1~23

1
[ 2403798-88-7 ]
[ 1630907-10-6 ]
[ 2403800-39-3 ]

Yield	Reaction Conditions	Operation in experiment
80%	With potassium carbonate In N,N-dimethyl acetamide at 70℃; for 18h;	303.a 5-[(3R)-3-hydroxypyrrolidin-l-yl]-2-[[5-methyl-3-(6-methyl-3-pyridyl)isoxazol-4- yl] methyl]pyridazin-3-one General procedure: To a stirred suspension of 5-chloro-2-[[5-methyl-3-(6-methyl-3-pyridyl)isoxazol-4- yl]methyl]pyridazin-3-one (building block A, 300 mg, 0.947 mmol) and (R)-3- hydroxypyrrolidine (0.14 mL, 1.73 mmol) in DMSO (0.5 mL) and acetonitrile (3 mL) was added potassium carbonate (393 mg, 2.84 mmol) Then the reaction mixture was stirred at 70 °C for 18 h. After cooling to room temperature the reaction mixture was diluted with EtOAc (80 mL) was washed three times with water (10 mL) and brine (10 mL). The aqueous layers were back extracted twice with EtOAc (80 mL). The combined organic extracts were dried (Na2S04), filtered and concentrated in vacuo. Purification by flash chromatography (silica, gradient: 0% to 10% MeOH in CH2CI2) afforded the title compound (341 mg, 93 %) as an off-white foam. MS (ESI): 368.2 ([M+H]+).

Reference： [1]Current Patent Assignee: ROCHE HOLDING AG - WO2019/238633, 2019, A1 Location in patent: Page/Page column 142; 275-276

2
[ 2403798-92-3 ]
[ 1630907-10-6 ]
[ 2403800-40-6 ]

Yield	Reaction Conditions	Operation in experiment
95%	With potassium carbonate In acetonitrile at 80℃; for 18h; Inert atmosphere;	315.a 5-(4-hydroxy-l-piperidyl)-2-[[5-methyl-3-(6-methyl-3-pyridyl)isoxazol-4- yl] methyl] pyridazin-3-one General procedure: To a stirred solution of 5-chloro-2-[[5-methyl-3-(6-methyl-3-pyridyl)isoxazol-4- yl]methyl]pyridazin-3-one (building block A, 51.2 mg, 0.162 mmol) in acetonitrile (1 mL) under an atmosphere of argon was added potassium carbonate (67 mg, 0.49 mmol) and piperidin-4-ol (24.5 mg, 0.242 mmol). The vial was capped and heated to 80 °C for 18 h. After cooling to room temperature the reaction mixture was diluted with EtOAc (20 mL) and was washed with water (15 mL) and brine (15 mL). The aqueous layers were extracted twice with EtOAc (20 mL). The combined organic extracts were dried (MgS04), filtered and concentrated in vacuo. Purification by flash chromatography (silica, gradient: 0% to 10% MeOH in CH2CI2) afforded the title compound (341 mg, 93 %) as an off-white foam. MS (ESI): 382.3 ([M+H]+).

Reference： [1]Current Patent Assignee: ROCHE HOLDING AG - WO2019/238633, 2019, A1 Location in patent: Page/Page column 143; 279

3
[ 1630907-10-6 ]
[ 100-52-7 ]
[ 1822863-35-3 ]

Yield	Reaction Conditions	Operation in experiment
98%	Stage #1: 2-azaspiro[3.3]heptan-6-ol hydrochloride; benzaldehyde With sodium tris(acetoxy)borohydride In 1,2-dichloro-ethane at 20℃; Inert atmosphere; Stage #2: With sodium hydrogencarbonate In 1,2-dichloro-ethane Inert atmosphere;	10 Example 10: Preparation of 2-benzyl-2-azaspiro[3.3]heptan-6-ol (Intermediate 10A) To a suspension of 2-azaspiro[3.3]heptan-6-ol hydrochloride (4.6 g, 30.7 mmol, 1.0 eq) in dichloroethane (160 mL) was added benzaldehyde (4.6 mL, 46.0 mmol, 1.5 eq) followed by sodium triacetoxyborohydride (32 g, 153 mmol, 5.0 eq). The resulting mixture was stirred at room temperature overnight. The formed suspension was carefully diluted and stirred with sat. NaHCO3 until the evolution of hydrogen ceased. The aqueous mixture was extracted with 5:1 DCM:2-propanol. The combined organic layers were dried over MgSO4, filtered to remove solid and concentrated in vacuo. The crude material was purified by silica gel column (120 g) using DCM and run with an increasing gradient of MeOH (0-20%) in DCM over 20 min, flushing with 50% MeOH to provide 2-benzyl-2-azaspiro[3.3]heptan-6-ol (Intermediate 10A, 6.1 g, 30.0 mmol, 98%) as an orange liquid.

Reference： [1]Current Patent Assignee: NEUROCRINE BIOSCIENCES INC - WO2021/158698, 2021, A1 Location in patent: Page/Page column 156; 187-188

4
[ 1630907-10-6 ]
[ 2682992-60-3 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 3 steps 1.1: sodium tris(acetoxy)borohydride / 1,2-dichloro-ethane / 20 °C / Inert atmosphere 1.2: Inert atmosphere 2.1: acetonitrile / 1 h / 20 °C / Inert atmosphere 3.1: N-ethyl-N,N-diisopropylamine / acetonitrile / 80 °C / Inert atmosphere