Acetic Anhydride → N-{2-[4-(2,2-dimethylbutyl)-1-trityl-1H-imidazol-2-yl]-1-[4-(5-fluoropyridin-2-yl)phenyl]-ethyl}acetamide

HRID 216383Notes

Reaction equation

HRID 216383 reaction equation
C(O[C:5](=[O:7])[CH3:6])(=O)C.[CH3:8][C:9]([CH3:53])([CH2:51][CH3:52])[CH2:10][C:11]1[N:12]=[C:13]([CH2:35][CH:36]([C:38]2[CH:43]=[CH:42][C:41]([C:44]3[CH:49]=[CH:48][C:47]([F:50])=[CH:46][N:45]=3)=[CH:40][CH:39]=2)[NH2:37])[N:14]([C:16]([C:29]2[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=2)([C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)[C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[CH:15]=1>ClCCl>[CH3:8][C:9]([CH3:53])([CH2:51][CH3:52])[CH2:10][C:11]1[N:12]=[C:13]([CH2:35][CH:36]([NH:37][C:5](=[O:7])[CH3:6])[C:38]2[CH:39]=[CH:40][C:41]([C:44]3[CH:49]=[CH:48][C:47]([F:50])=[CH:46][N:45]=3)=[CH:42][CH:43]=2)[N:14]([C:16]([C:29]2[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=2)([C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)[C:17]2[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=2)[CH:15]=1

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 686682132-[4-(2,2-dimethylbutyl)-1-trityl-1H-imidazol-2-yl]-1-[4-(5-fluoropyridin-2-yl)phenyl]ethanamine

Product 1

HCID 68667957N-{2-[4-(2,2-dimethylbutyl)-1-trityl-1H-imidazol-2-yl]-1-[4-(5-fluoropyridin-2-yl)phenyl]-ethyl}acetamide

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Acetic anhydride (16 μL, 0.17 mmol) was added to a solution of 2-[4-(2,2-dimethylbutyl)-1-trityl-1H-imidazol-2-yl]-1-[4-(5-fluoropyridin-2-yl)phenyl]ethanamine (51 mg, 0.08 mmol) in dichloromethane (4 mL) at ambient temperature. After stirring for 2 hr, the reaction mixture concentrated in vacuo to afford N-{2-[4-(2,2-dimethylbutyl)-1-trityl-1H-imidazol-2-yl]-1-[4-(5-fluoropyridin-2-yl)phenyl]ethyl}acetamide which was used without further purification.

Workup

  1. concentrationthe reaction mixture concentrated in vacuo

Sources & evidence

ORD record
ord-183d9666fe0948b7972590cd150a6bae
Source dataset
uspto-grants-2012_06
Patent number
US08193228B2

Reaction notes

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