1,1'-Carbonyldiimidazole → HCID 66639957, compound

HRID 1723790Notes

Reaction equation

HRID 1723790 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([CH:28]=[CH:29][C:30]=1[F:31])[C:5]([N:7]1[CH2:20][C:19]([CH3:22])([CH3:21])[C:18]2[C:17]3[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=3[NH:11][C:10]=2[CH:9]([C:23](OCC)=[O:24])[CH2:8]1)=[O:6].[CH:32]1([NH-])[CH2:35][CH2:34][CH2:33]1.C1N=C[N:39](C(N2C=NC=C2)=O)C=1.C1(N)CCC1>>[CH:32]1([CH:20]2[N:7]([C:5](=[O:6])[C:4]3[CH:28]=[CH:29][C:30]([F:31])=[C:2]([F:1])[CH:3]=3)[CH:8]=[C:9]([C:23]([NH2:39])=[O:24])[C:10]3[NH:11][C:12]4[CH:13]=[CH:14][CH:15]=[CH:16][C:17]=4[C:18]=3[C:19]2([CH3:21])[CH3:22])[CH2:35][CH2:34][CH2:33]1

Participants

5

Reactant 4

HCID 682631,1'-CarbonyldiimidazoleHCID 75645CyclobutylamineHCID 21450379HCID 21450379, compoundHCID 57817588HCID 57817588, compound

Product 1

HCID 66639957HCID 66639957, compound

Procedure

In a similar manner, ethyl 3-(3,4-difluorobenzoyl)-1,1-dimethyl-1,2,3,4,5,6-hexahydroazepino[4,5-b]indole-5-carboxylate was saponified, converted to the corresponding cyclobutylamide using CDI and cyclobutylamine, and then oxidized as described previously in Example 63 to give cyclobutyl 3-(3,4-difluorobenzoyl)-1,1-dimethyl-1,2,3,6-tetrahydroazepino[4,5-b]indole-5-carboxamide; MS(ESI): 450 (MH+).

Sources & evidence

ORD record
ord-859163f4a5a14fd78378851c92d5629a
Source dataset
uspto-grants-2009_02
Patent number
US07485634B2

Reaction notes

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