Acetic Anhydride → HCID 178474852, compound

HRID 2053910Notes

Reaction equation

HRID 2053910 reaction equation
[NH2:1][CH2:2][C@H:3]1[CH2:7][CH2:6][CH2:5][N:4]1[C:8]([C:10]1[CH:30]=[CH:29][C:13]([C:14]([NH:16][C@H:17]([C:19]2[NH:23][C:22]3[CH:24]=[CH:25][C:26]([Cl:28])=[CH:27][C:21]=3[N:20]=2)[CH3:18])=[O:15])=[CH:12][C:11]=1[Cl:31])=[O:9].[C:32](OC(=O)C)(=[O:34])[CH3:33].ClCCl.C(O)C.ClCl>C(O)(=O)C>[C:32]([NH:1][CH2:2][C@H:3]1[CH2:7][CH2:6][CH2:5][N:4]1[C:8]([C:10]1[CH:30]=[CH:29][C:13]([C:14]([NH:16][C@H:17]([C:19]2[NH:23][C:22]3[CH:24]=[CH:25][C:26]([Cl:28])=[CH:27][C:21]=3[N:20]=2)[CH3:18])=[O:15])=[CH:12][C:11]=1[Cl:31])=[O:9])(=[O:34])[CH3:33]

Participants

6

Reactant 4

HCID 7918Acetic AnhydrideHCID 24526Chlorine2×HCID 21584144Dichloromethane ethanolHCID 178462071HCID 178462071, compound

Product 1

HCID 178474852HCID 178474852, compoundYield 78%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

Prepared analogously to Example 124 from 4-((2R)-2-aminomethylpyrrolidin-1-ylcarbonyl)-3-chloro-N-[(1S)-1-(5-chloro-1H-benzimidazol-2-yl)ethyl]benzamide and acetic anhydride in glacial acetic acid. Yield: 78%; Rf value: 0.30 (silica gel; dichloromethane/ethanol=9:1); C24H25Cl2N5O3 (502.40); mass spectrum: (M+H)+=502/504/506 (chlorine isotope) and (M−H)−=500/502/504 (chlorine isotope).

Sources & evidence

ORD record
ord-68dd0063486846f29d3f3fb5fb7b3d6b
Source dataset
uspto-grants-2008_02
Patent number
US07326791B2

Reaction notes

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