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Chemical Structure| 332883-10-0 Chemical Structure| 332883-10-0

Structure of 332883-10-0

Chemical Structure| 332883-10-0

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Product Details of [ 332883-10-0 ]

CAS No. :332883-10-0
Formula : C9H13N3
M.W : 163.22
SMILES Code : NCC1=NC2=C(CCCN2)C=C1
MDL No. :MFCD04115358
InChI Key :XPEHODLGQDPVTB-UHFFFAOYSA-N
Pubchem ID :17940666

Safety of [ 332883-10-0 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H319
Precautionary Statements:P305+P351+P338

Application In Synthesis of [ 332883-10-0 ]

* 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 [ 332883-10-0 ]

[ 332883-10-0 ] Synthesis Path-Downstream   1~22

  • 1
  • [ 199296-26-9 ]
  • [ 332883-10-0 ]
  • [ 579508-12-6 ]
  • 2
  • [ 332883-10-0 ]
  • [ 579508-10-4 ]
  • [ 579508-13-7 ]
  • 3
  • [ 332883-10-0 ]
  • (3,5-dichloro-6-cyclopropyl-2-oxo-2<i>H</i>-pyrazin-1-yl)-acetic acid benzyl ester [ No CAS ]
  • [ 579508-14-8 ]
  • 4
  • [ 332883-10-0 ]
  • [ 308845-81-0 ]
  • [ 579508-15-9 ]
  • 5
  • [ 332883-10-0 ]
  • [ 647828-37-3 ]
  • [6-(4-ethoxy-phenyl)-4,5,7-trimethyl-6<i>H</i>-pyrrolo[3,4-<i>d</i>]pyridazin-1-yl]-(5,6,7,8-tetrahydro-[1,8]naphthyridin-2-ylmethyl)-amine [ No CAS ]
  • 6
  • [ 332883-10-0 ]
  • {5-chloro-6-methyl-2-oxo-3-[(5,6,7,8-tetrahydro-[1,8]naphthyridin-2-ylmethyl)-amino]-2<i>H</i>-pyrazin-1-yl}-acetic acid [ No CAS ]
  • 7
  • [ 332883-10-0 ]
  • {5-chloro-6-ethyl-2-oxo-3-[(5,6,7,8-tetrahydro-[1,8]naphthyridin-2-ylmethyl)-amino]-2<i>H</i>-pyrazin-1-yl}-acetic acid [ No CAS ]
  • 8
  • [ 332883-10-0 ]
  • {5-chloro-6-cyclopropyl-2-oxo-3-[(5,6,7,8-tetrahydro-[1,8]naphthyridin-2-ylmethyl)-amino]-2<i>H</i>-pyrazin-1-yl}-acetic acid [ No CAS ]
  • 9
  • [ 332883-10-0 ]
  • {5-chloro-2-oxo-6-phenyl-3-[(5,6,7,8-tetrahydro-[1,8]naphthyridin-2-ylmethyl)-amino]-2<i>H</i>-pyrazin-1-yl}-acetic acid [ No CAS ]
  • 10
  • [ 332883-10-0 ]
  • 3-(2-{5-chloro-6-methyl-2-oxo-3-[(5,6,7,8-tetrahydro-[1,8]naphthyridin-2-ylmethyl)-amino]-2<i>H</i>-pyrazin-1-yl}-acetylamino)-3-(3-fluoro-phenyl)-propionic acid [ No CAS ]
  • 11
  • [ 332883-10-0 ]
  • 3-(2-{5-chloro-6-cyclopropyl-2-oxo-3-[(5,6,7,8-tetrahydro-[1,8]naphthyridin-2-ylmethyl)-amino]-2<i>H</i>-pyrazin-1-yl}-acetylamino)-3-pyridin-3-yl-propionic acid [ No CAS ]
  • 12
  • [ 332883-10-0 ]
  • 3-(2-{5-chloro-6-ethyl-2-oxo-3-[(5,6,7,8-tetrahydro-[1,8]naphthyridin-2-ylmethyl)-amino]-2<i>H</i>-pyrazin-1-yl}-acetylamino)-3-(3-fluoro-phenyl)-propionic acid [ No CAS ]
  • 13
  • [ 332883-10-0 ]
  • 3-(2-{5-chloro-6-cyclopropyl-2-oxo-3-[(5,6,7,8-tetrahydro-[1,8]naphthyridin-2-ylmethyl)-amino]-2<i>H</i>-pyrazin-1-yl}-acetylamino)-3-(3-fluoro-phenyl)-propionic acid [ No CAS ]
  • 14
  • [ 332883-10-0 ]
  • 3-(2-{5-chloro-2-oxo-6-phenyl-3-[(5,6,7,8-tetrahydro-[1,8]naphthyridin-2-ylmethyl)-amino]-2<i>H</i>-pyrazin-1-yl}-acetylamino)-3-(3-fluoro-phenyl)-propionic acid [ No CAS ]
  • 15
  • [ 332883-10-0 ]
  • 3-(2-{5-chloro-6-cyclopropyl-2-oxo-3-[(5,6,7,8-tetrahydro-[1,8]naphthyridin-2-ylmethyl)-amino]-2<i>H</i>-pyrazin-1-yl}-acetylamino)-3-quinolin-3-yl-propionic acid [ No CAS ]
  • 16
  • [ 332883-10-0 ]
  • 3-(2-{5-chloro-6-cyclopropyl-2-oxo-3-[(5,6,7,8-tetrahydro-[1,8]naphthyridin-2-ylmethyl)-amino]-2<i>H</i>-pyrazin-1-yl}-acetylamino)-3-(2,3-dihydro-benzofuran-6-yl)-propionic acid [ No CAS ]
  • 17
  • [ 910114-66-8 ]
  • [ 332883-10-0 ]
  • 3-(4-fluoro-benzyl)-1-(4-methoxy-benzyl)-6-[(5,6,7,8-tetrahydro-[1,8]naphthyridin-2-ylmethyl)-amino]-1H-[1,3,5]triazine-2,4-dione [ No CAS ]
YieldReaction ConditionsOperation in experiment
In ethanol; at 140℃; for 0.666667h;microwave irradiation; A mixture of 13g (50 mg, 0.13 mmol) and compound 13f (42 mg, 0.26 mmol) in ethanol (2 mL) was irradiated at 140 C. in a microwave instrument for two 20 minute cycles. The resulting mixture was concentrated and purified by reverse phase chromatography to obtain the desired compound 21. MS m/z (ES)=503.3 (M+H). 1H NMR (DMSO-d6). delta1.81 (bs, 2H), 2.72 (bs, 2H), 3.40 (bs, 2H), 4.49 (bs, 2H), 4.88 (s, 2H), 5.08 (s, 2H), 6.31-6.34 (d, 2H, J=7.3 Hz), 6.94 (d, 2H, J=8.7 Hz), 7.10-7.23 (m, 4H), 7.31-7.36 (m, 2H), 7.52 (d, 1H, J=7.3 Hz), 7.99 (bs, 1H), 8.40 (bs, 1H).
In ethanol; at 140℃; for 0.666667h; A mixture of 13g (50 mg, 0.13 mmol) and compound 13f (42 mg, 0.26 mmol) in ethanol (2 mL) was irradiated at 14O0C in a microwave instrument for two 20 minute cycles. The resulting mixture was concentrated and purified by reverse phase chromatography to obtain the desired compound 21. MS m/z (ES) = 503.3 (M+H). 1H NMR (DMSOd6). delta 1.81 (bs, 2H), 2.72 (bs, 2H), 3.40 (bs, 2H), 4.49 (bs, 2H), 4.88 (s, 2H), 5.08 (s, 2H), 6.31-6.34 (d, 2H, J= 7.3 Hz), 6.94 (d, 2H, J = 8.7 Hz), 7.10-7.23 (m, 4H), 7.31-7.36 (m, 2H), 7.52 (d, 1 H1 J= 7.3Hz), 7.99 (bs, 1 H), 8.40 (bs, 1 H).
In ethanol; at 140℃; for 0.333333h;Microwave irradiation; A mixture of 13g (50 mg, 0.13 mmol) and compound 13f (42 mg, 0.26 mmol) in ethanol (2 mL) was irradiated at 140 C. in a microwave instrument for two 20 minute cycles. The resulting mixture was concentrated and purified by reverse phase chromatography to obtain the desired compound 21. MS m/z (ES)=503.3 (M+H). 1H NMR (DMSO-d6). delta 1.81 (bs, 2H), 2.72 (bs, 2H), 3.40 (bs, 2H), 4.49 (bs, 2H), 4.88 (s, 2H), 5.08 (s, 2H), 6.31-6.34 (d, 2H, J=7.3 Hz), 6.94 (d, 2H, J=8.7 Hz), 7.10-7.23 (m, 4H), 7.31-7.36 (m, 2H), 7.52 (d, 1H, J=7.3 Hz), 7.99 (bs, 1H), 8.40 (bs, 1H).
  • 18
  • [ 1353585-36-0 ]
  • [ 332883-10-0 ]
YieldReaction ConditionsOperation in experiment
To a solution of 13e (0.46 g, 2.6 mmol) in trifluoroacetic acid (10 mL) was added zinc dust (0.95 g, 15 mmol). The mixture was stirred vigorously for 20 minutes. The resulting solution was poured into a mixture of 3N sodium hydroxide (43 mL, 130 mmol), and methylene chloride (50 mL) that was cooled in an ice bath. After warming to room temperature, the mixture was filtered through a pad of diatomaceous earth and rinsed with additional dichloromethane and water. The phases of the filtrate were separated. The organic layer was dried over sodium sulfate, filtered, and concentrated obtain the compound 13f. MS m/z (ES)=164.1 (M+H). 1H NMR (CDCl3). delta1.56-1.82 (bs, 2H), 1.91 (q, 2H, J=6.6, 5.9, 5.5, 6.6 Hz), 2.70 (t, 2H, J=6.2, 6.2 Hz), 3.40 (m, 2H), 3.71 (s, 2H), 4.84 (bs, 1H), 6.44 (d, 1H, J=7.2 Hz), 7.10 (d, 1H, J=7.2 Hz).
To a solution of 13e (0.46 g, 2.6 mmol) in trifluoroacetic acid (10 mL) was added zinc dust (0.95 g, 15 mmol). The mixture was stirred vigorously for 20 minutes. The resulting solution was poured into a mixture of 3N sodium hydroxide (43 mL, 130 mmol), and methylene chloride (50 mL) that was cooled in an ice bath. After warming to room temperature, the mixture was filtered through a pad of diatomaceous earth and rinsed with additional dichloromethane and water. The phases of the filtrate were separated. The organic layer was dried over sodium sulfate, filtered, and concentrated obtain the compound 13f. MS m/z (ES) = 164.1 (M+H). 1H NMR (CDCI3). delta 1.56-1.82 (bs, 2H), 1.91 (q, 2H, J= 6.6, 5.9, 5.5, 6.6 Hz), 2.70 (t, 2H, J= 6.2, 6.2 Hz), 3.40 (m, 2H), 3.71 (s, 2H), 4.84
With trifluoroacetic acid; zinc; for 0.333333h; To a solution of 13e (0.46 g, 2.6 mmol) in trifluoroacetic acid (10 mL) was added zinc dust (0.95 g, 15 mmol). The mixture was stirred vigorously for 20 minutes. The resulting solution was poured into a mixture of 3N sodium hydroxide (43 mL, 130 mmol), and methylene chloride (50 mL) that was cooled in an ice bath. After warming to room temperature, the mixture was filtered through a pad of diatomaceous earth and rinsed with additional dichloromethane and water. The phases of the filtrate were separated. The organic layer was dried over sodium sulfate, filtered, and concentrated obtain the compound 13f. MS m/z (ES)=164.1 (M+H). 1H NMR (CDCl3). delta 1.56-1.82 (bs, 2H), 1.91 (q, 2H, J=6.6, 5.9, 5.5, 6.6 Hz), 2.70 (t, 2H, J=6.2, 6.2 Hz), 3.40 (m, 2H), 3.71 (s, 2H), 4.84 (bs, 1H), 6.44 (d, 1H, J=7.2 Hz), 7.10 (d, 1H, J=7.2 Hz).
  • 19
  • [ 204452-93-7 ]
  • [ 332883-10-0 ]
  • 20
  • [ 204452-90-4 ]
  • [ 332883-10-0 ]
  • 21
  • [ 204452-91-5 ]
  • [ 332883-10-0 ]
  • 22
  • [ 7521-41-7 ]
  • [ 332883-10-0 ]
 

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