5-chloro-6-fluoro-1H-indole-7-carboxylic acid → 5-Chloro-6-fluoro-1H-indole-7-carboxylic acid [4-(isopropyl-dimethyl-silanyl)-benzyl]-[2-(3-trifluoromethyl-phenyl)-ethyl]-amide

HRID 2101271Notes

Reaction equation

HRID 2101271 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]2[C:8](=[C:9]([C:12]([OH:14])=O)[C:10]=1[F:11])[NH:7][CH:6]=[CH:5]2.[CH:15]([Si:18]([CH3:40])([CH3:39])[C:19]1[CH:38]=[CH:37][C:22]([CH2:23][NH:24][CH2:25][CH2:26][C:27]2[CH:32]=[CH:31][CH:30]=[C:29]([C:33]([F:36])([F:35])[F:34])[CH:28]=2)=[CH:21][CH:20]=1)([CH3:17])[CH3:16]>>[CH:15]([Si:18]([CH3:40])([CH3:39])[C:19]1[CH:38]=[CH:37][C:22]([CH2:23][N:24]([CH2:25][CH2:26][C:27]2[CH:32]=[CH:31][CH:30]=[C:29]([C:33]([F:35])([F:34])[F:36])[CH:28]=2)[C:12]([C:9]2[C:10]([F:11])=[C:2]([Cl:1])[CH:3]=[C:4]3[C:8]=2[NH:7][CH:6]=[CH:5]3)=[O:14])=[CH:21][CH:20]=1)([CH3:16])[CH3:17]

Participants

3

Reactant 2

HCID 251136475-chloro-6-fluoro-1H-indole-7-carboxylic acidHCID 57438508[4-(Isopropyl-dimethyl-silanyl)-benzyl]-[2-(3-trifluoromethyl-phenyl)-ethyl]-amine

Product 1

HCID 247801145-Chloro-6-fluoro-1H-indole-7-carboxylic acid [4-(isopropyl-dimethyl-silanyl)-benzyl]-[2-(3-trifluoromethyl-phenyl)-ethyl]-amide

Procedure

5-Chloro-6-fluoro-1H-indole-7-carboxylic acid [4-(isopropyl-dimethyl-silanyl)-benzyl]-[2-(3-trifluoromethyl-phenyl)-ethyl]-amide was prepared in analogy to example 1 from 5-chloro-6-fluoro-1H-indole-7-carboxylic acid and [4-(isopropyl-dimethyl-silanyl)-benzyl]-[2-(3-trifluoromethyl-phenyl)-ethyl]-amine. MS (ISP) 575.3/576.4/577.3 (100/46/40) (M+H)+.

Sources & evidence

ORD record
ord-847787199de2400d93ed08c9aba7bb52
Source dataset
uspto-grants-2009_08
Patent number
US07572823B2

Reaction notes

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