Acetic Anhydride → HCID 178474874, compound

HRID 2053853Notes

Reaction equation

HRID 2053853 reaction equation
[NH2:1][CH2:2][CH:3]([NH:14][C:15](=[O:30])[C:16]1[CH:21]=[CH:20][C:19]([C:22]([N:24]2[CH2:28][CH2:27][CH2:26][CH2:25]2)=[O:23])=[C:18]([CH3:29])[CH:17]=1)[C:4]1[NH:8][C:7]2[CH:9]=[CH:10][C:11]([Cl:13])=[CH:12][C:6]=2[N:5]=1.[C:31](OC(=O)C)(=[O:33])[CH3:32].C(N(CC)CC)C.ClCl>O1CCCC1.ClCCl.CO>[C:31]([NH:1][CH2:2][CH:3]([NH:14][C:15](=[O:30])[C:16]1[CH:21]=[CH:20][C:19]([C:22]([N:24]2[CH2:28][CH2:27][CH2:26][CH2:25]2)=[O:23])=[C:18]([CH3:29])[CH:17]=1)[C:4]1[NH:8][C:7]2[CH:9]=[CH:10][C:11]([Cl:13])=[CH:12][C:6]=2[N:5]=1)(=[O:33])[CH3:32]

Participants

7

Reactant 4

HCID 7918Acetic AnhydrideHCID 8471TriethylamineHCID 24526Chlorine2×HCID 178427101HCID 178427101, compound

Product 1

HCID 178474874HCID 178474874, compoundYield 62%

Reagents, catalysts & solvents 2

HCID 8028TetrahydrofuranSolventHCID 21226129Dichloromethane methanolSolvent

Procedure

Prepared analogously to Example 124 from N-[2-amino-1-(5-chloro-1H-benzimidazol-2-yl)ethyl]-3-methyl-4-(pyrrolidin-1-ylcarbonyl)benzamide, acetic anhydride, and triethylamine in tetrahydrofuran. Yield: 62%; Rf value: 0.16 (silica gel; dichloromethane/methanol=19:1); C24H26ClN5O3 (467.95); mass spectrum: (M+H)+=468/470 (chlorine isotope) and (M−H)-=466/468 (chlorine isotope).

Sources & evidence

ORD record
ord-562377abfa8d4262b98f871d1c32bf34
Source dataset
uspto-grants-2008_02
Patent number
US07326791B2

Reaction notes

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