Diisopropylethylamine → HCID 178427153, compound

HRID 2054055Notes

Reaction equation

HRID 2054055 reaction equation
[CH3:1][C:2]1[CH:3]=[C:4]([CH:8]=[CH:9][C:10]=1[C:11]([N:13]1[CH2:17][CH2:16][CH2:15][CH2:14]1)=[O:12])[C:5]([OH:7])=O.C(N(C(C)C)CC)(C)C.[OH:27][C:28]1[CH:39]=[CH:38][C:31]2[NH:32][C:33]([C@@H:35]([NH2:37])[CH3:36])=[N:34][C:30]=2[CH:29]=1.ClCCl.C(O)C.N>O1CCCC1>[OH:27][C:28]1[CH:39]=[CH:38][C:31]2[NH:32][C:33]([C@@H:35]([NH:37][C:5](=[O:7])[C:4]3[CH:8]=[CH:9][C:10]([C:11]([N:13]4[CH2:17][CH2:16][CH2:15][CH2:14]4)=[O:12])=[C:2]([CH3:1])[CH:3]=3)[CH3:36])=[N:34][C:30]=2[CH:29]=1

Participants

6

Reactant 4

HCID 81531DiisopropylethylamineHCID 120686863-Methyl 4-(pyrrolidin-1-ylcarbonyl)benzoic acidHCID 22609213HCID 22609213, compoundHCID 178461865HCID 178461865, compound

Product 1

HCID 178427153HCID 178427153, compoundYield 12%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Prepared analogously to Example 1g from 3-methyl 4-(pyrrolidin-1-ylcarbonyl)benzoic acid, TB TU, diisopropylethyl amine, and (1S)-1-(5-hydroxy-1H-benzimidazol-2-yl)ethylamine in tetrahydrofuran. Yield: 12%; Rf value: 0.40 (silica gel: dichloromethane/ethanol/ammonia=9:1:0.1); C22H24N4O3 (392.457); mass spectrum: (M+H)+=393

Sources & evidence

ORD record
ord-63990ad1339447a9b6c7d225f50cf3de
Source dataset
uspto-grants-2008_02
Patent number
US07326791B2

Reaction notes

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