N-Benzyloxycarbonylglycine thioamide → {4-[3-(2,4-dichlorophenyl)-1,9-dimethyl-2-oxo-2,9-dihydro-1H-pyrido[2,3-b]indol-6-yl]thiazol-2-ylmethyl}carbamic acid benzyl ester

HRID 559249Notes

Reaction equation

HRID 559249 reaction equation
Br[CH2:2][C:3]([C:5]1[CH:6]=[C:7]2[C:11](=[CH:12][CH:13]=1)[N:10]([CH3:14])[C:9]1[N:15]([CH3:28])[C:16](=[O:27])[C:17]([C:19]3[CH:24]=[CH:23][C:22]([Cl:25])=[CH:21][C:20]=3[Cl:26])=[CH:18][C:8]2=1)=O.[CH:29]1[CH:34]=[CH:33][C:32]([CH2:35][O:36][C:37]([NH:39][CH2:40][C:41]([NH2:43])=[S:42])=[O:38])=[CH:31][CH:30]=1>>[CH2:35]([O:36][C:37](=[O:38])[NH:39][CH2:40][C:41]1[S:42][CH:2]=[C:3]([C:5]2[CH:6]=[C:7]3[C:11](=[CH:12][CH:13]=2)[N:10]([CH3:14])[C:9]2[N:15]([CH3:28])[C:16](=[O:27])[C:17]([C:19]4[CH:24]=[CH:23][C:22]([Cl:25])=[CH:21][C:20]=4[Cl:26])=[CH:18][C:8]3=2)[N:43]=1)[C:32]1[CH:31]=[CH:30][CH:29]=[CH:34][CH:33]=1

Participants

3

Reactant 2

HCID 2756641N-Benzyloxycarbonylglycine thioamideHCID 866239506-(bromoacetyl)-3-(2,4-dichlorophenyl)-1,9-dimethyl-1,9-dihydro-2H-pyrido[2,3-b]indol-2-one

Product 1

HCID 66998447{4-[3-(2,4-dichlorophenyl)-1,9-dimethyl-2-oxo-2,9-dihydro-1H-pyrido[2,3-b]indol-6-yl]thiazol-2-ylmethyl}carbamic acid benzyl ester

Procedure

The process is carried out as for Example 8 above, using the compound from preparation 1.2, 6-(bromoacetyl)-3-(2,4-dichlorophenyl)-1,9-dimethyl-1,9-dihydro-2H-pyrido[2,3-b]indol-2-one and N-benzyloxycarbonylglycine thioamide.

Sources & evidence

ORD record
ord-41865de17aba489abfb5febf3c7a7eed
Source dataset
uspto-grants-2011_11
Patent number
US08063061B2

Reaction notes

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