Methanol → HCID 178462056, compound

HRID 2054011Notes

Reaction equation

HRID 2054011 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:20]=[CH:21][C:22]=1[C:23]([N:25]1[CH2:29][CH2:28][CH2:27][CH:26]1[CH2:30][CH2:31][C:32]([O:34]CC)=[O:33])=[O:24])[C:5]([NH:7][C@H:8]([C:10]1[NH:14][C:13]2[CH:15]=[CH:16][C:17]([Cl:19])=[CH:18][C:12]=2[N:11]=1)[CH3:9])=[O:6].[OH-].[Li+].CO.ClCl>O1CCCC1>[Cl:1][C:2]1[CH:3]=[C:4]([CH:20]=[CH:21][C:22]=1[C:23]([N:25]1[CH2:29][CH2:28][CH2:27][CH:26]1[CH2:30][CH2:31][C:32]([OH:34])=[O:33])=[O:24])[C:5]([NH:7][C@H:8]([C:10]1[NH:14][C:13]2[CH:15]=[CH:16][C:17]([Cl:19])=[CH:18][C:12]=2[N:11]=1)[CH3:9])=[O:6]

Participants

6

Reactant 4

HCID 887MethanolHCID 3939Lithium HydroxideHCID 24526ChlorineHCID 178470951HCID 178470951, compound

Product 1

HCID 178462056HCID 178462056, compoundYield 23%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Prepared analogously to Example 19b from 3-chloro-N-[(1S)-1-(5-chloro-1H-benzimidazol-2-yl)ethyl]-4-[(2R/S)-2-(ethoxycarbonylethyl)pyrrolidin-1-ylcarbonyl]benzamide and lithium hydroxide in tetrahydrofuran. Yield: 23%; Rf value: 0.34 (Reversed phase RP 8: methanol/5% sodium chloride solution=6:4); C24H24C12N4O4 (503.384); mass spectrum: (M+H)+=503/505/507 (chlorine isotope).

Sources & evidence

ORD record
ord-ee84b4ade1804aabbbf76d752ccb9226
Source dataset
uspto-grants-2008_02
Patent number
US07326791B2

Reaction notes

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