Acetyl chloride → HCID 21925597, compound

HRID 2118025Notes

Reaction equation

HRID 2118025 reaction equation
[C:1](Cl)(=[O:3])[CH3:2].[N:5]1([C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][N:26]=2)[CH2:10][CH2:9][CH:8]([C:11]2[N:20]3[C:14]([CH2:15][NH:16][CH2:17][C:18]4[CH:24]=[CH:23][CH:22]=[CH:21][C:19]=43)=[N:13][N:12]=2)[CH2:7][CH2:6]1>ClCCl>[N:5]1([C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][N:26]=2)[CH2:10][CH2:9][CH:8]([C:11]2[N:20]3[C:14]([CH2:15][N:16]([C:1](=[O:3])[CH3:2])[CH2:17][C:18]4[CH:24]=[CH:23][CH:22]=[CH:21][C:19]=43)=[N:13][N:12]=2)[CH2:7][CH2:6]1

Participants

4

Reactant 2

HCID 6367Acetyl chlorideHCID 11961325HCID 11961325, compound

Product 1

HCID 21925597HCID 21925597, compoundYield 90.5%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Acetyl chloride (22 mg, 0.29 mmol) was added to an ice cooled solution of the amine of example 1 (100 mg, 0.29 mmol) in dichloromethane (50 ml) and stirred at room temperature for 2 hours. The dichloromethane was evaporated off under reduced pressure and the residue purified by chromatography on silica gel using methanol and ammonium hydroxide in dichloromethane (5:0.5:95) as eluant to give the title compound as a brown foam (102 mg).

Workup

  1. customThe dichloromethane was evaporated off under reduced pressure
  2. customthe residue purified by chromatography on silica gel

Sources & evidence

ORD record
ord-119d7d07c5c04674a16c17df5b6bc284
Source dataset
uspto-grants-2008_10
Patent number
US07442795B2

Reaction notes

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