Acetyl chloride → HCID 118023538, compound

HRID 929299Notes

Reaction equation

HRID 929299 reaction equation
Cl.Cl.[NH2:3][C@H:4]1[CH2:8][C@@H:7]([C:9]([N:11]([C:13]2[C:14]([Cl:24])=[N:15][N:16]([C:18]3[CH:19]=[N:20][CH:21]=[CH:22][CH:23]=3)[CH:17]=2)[CH3:12])=[O:10])[CH:6]=[CH:5]1.C(N(CC)CC)C.[C:32](Cl)(=[O:34])[CH3:33]>C(Cl)Cl>[C:32]([NH:3][C@H:4]1[CH2:8][C@@H:7]([C:9]([N:11]([C:13]2[C:14]([Cl:24])=[N:15][N:16]([C:18]3[CH:19]=[N:20][CH:21]=[CH:22][CH:23]=3)[CH:17]=2)[CH3:12])=[O:10])[CH:6]=[CH:5]1)(=[O:34])[CH3:33]

Participants

5

Reactant 3

HCID 6367Acetyl chlorideHCID 8471TriethylamineHCID 118023673HCID 118023673, compound

Product 1

HCID 118023538HCID 118023538, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a suspension of (1R,4S)-4-amino-N-(3-chloro-1-(pyridin-3-yl)-1H-pyrazol-4-yl)-N-methylcyclopent-2-enecarboxamide dihydrochloride (0.065 g, 0.17 mmol) in CH2Cl2 (2 mL) was added triethylamine (0.084 g, 0.83 mmol) followed by acetyl chloride (1 M in CH2Cl2, 0.25 mL, 0.25 mmol). After stirring for 24 hours, the reaction product was purified by direct application to silica gel chromatography eluting with MeOH/CH2Cl2 to provide the title compound F86 as yellow foam (0.040 g, 67%).

Workup

  1. customthe reaction product was purified by direct application to silica gel chromatography
  2. washeluting with MeOH/CH2Cl2

Sources & evidence

ORD record
ord-72578d7f722c4800a7751476d21aa14b
Source dataset
uspto-grants-2016_03
Patent number
US09295260B2

Reaction notes

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