Methanol → HCID 178462067, compound

HRID 2054010Notes

Reaction equation

HRID 2054010 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][C@H:26]1[CH2:30][C:31]([O:33]CC)=[O:32])=[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][C@H:26]1[CH2:30][C:31]([OH:33])=[O:32])=[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 178471812HCID 178471812, compound

Product 1

HCID 178462067HCID 178462067, compoundYield 63%

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-[(2S)-2-(ethoxycarbonylmethyl)pyrrolidin-1-ylcarbonyl]benzamide and lithium hydroxide in tetrahydrofuran. Yield: 63%; Rf value: 0.32 (Reversed phase RP 8: methanol/5% sodium chloride solution=6:4); C23H22Cl2N4O4 (489.357); mass spectrum: (M−H)-=487/489/451 (chlorine isotope).

Sources & evidence

ORD record
ord-15fb415bf08e49fc86841014a5f6faed
Source dataset
uspto-grants-2008_02
Patent number
US07326791B2

Reaction notes

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