Triethylamine → HCID 178427191, compound

HRID 2054013Notes

Reaction equation

HRID 2054013 reaction equation
[NH2:1][CH2:2][CH2:3][C@H:4]([NH:15][C:16](=[O:31])[C:17]1[CH:22]=[CH:21][C:20]([C:23]([N:25]2[CH2:29][CH:28]=[CH:27][CH2:26]2)=[O:24])=[C:19]([CH3:30])[CH:18]=1)[C:5]1[NH:9][C:8]2[CH:10]=[CH:11][C:12]([Cl:14])=[CH:13][C:7]=2[N:6]=1.[CH3:32][S:33](Cl)(=[O:35])=[O:34].C(N(CC)CC)C.ClCl>O1CCCC1.ClCCl.C(O)C>[Cl:14][C:12]1[CH:11]=[CH:10][C:8]2[NH:9][C:5]([C@@H:4]([NH:15][C:16](=[O:31])[C:17]3[CH:22]=[CH:21][C:20]([C:23]([N:25]4[CH2:29][CH:28]=[CH:27][CH2:26]4)=[O:24])=[C:19]([CH3:30])[CH:18]=3)[CH2:3][CH2:2][NH:1][S:33]([CH3:32])(=[O:35])=[O:34])=[N:6][C:7]=2[CH:13]=1

Participants

7

Reactant 4

HCID 8471TriethylamineHCID 24526ChlorineHCID 31297Methanesulfonyl chlorideHCID 178427185HCID 178427185, compound

Product 1

HCID 178427191HCID 178427191, compoundYield 58%

Reagents, catalysts & solvents 2

HCID 8028TetrahydrofuranSolventHCID 21584144Dichloromethane ethanolSolvent

Procedure

Prepared analogously to Example 125 from N-[(1S)-3-amino-1-(5-chloro-1H-benzimidazol-2-yl)propyl]-4-(2,5-dihydropyrrol-1-ylcarbonyl)-3-methylbenzamide, methanesulfonic acid chloride and triethylamine in tetrahydrofuran. Yield: 58%; Rf value: 0.40 (silica gel: dichloromethane/ethanol=9:1); C24H26ClN5O4 (516.019); mass spectrum: (M+H)+=516/518 (chlorine isotope).

Sources & evidence

ORD record
ord-9f422f1231fb4bed9e71750dfd8344dc
Source dataset
uspto-grants-2008_02
Patent number
US07326791B2

Reaction notes

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