2-Acetyl-4-methoxyphenylboronic acid → tert-butyl 2-(2-acetyl-4-methoxyphenyl)-3-cyclohexyl-1H-indole-6-carboxylate

HRID 1408319Notes

Reaction equation

HRID 1408319 reaction equation
ClC1C=CC([C:8]2[NH:9][C:10]3[C:15]([C:16]=2[CH:17]2[CH2:22][CH2:21][CH2:20][CH2:19][CH2:18]2)=[CH:14][CH:13]=[C:12]([C:23]([O:25][C:26]([CH3:29])([CH3:28])[CH3:27])=[O:24])[CH:11]=3)=C(C=O)C=1.[C:32]([C:35]1[CH:40]=[C:39]([O:41][CH3:42])[CH:38]=[CH:37][C:36]=1B(O)O)(=[O:34])[CH3:33]>>[C:32]([C:35]1[CH:40]=[C:39]([O:41][CH3:42])[CH:38]=[CH:37][C:36]=1[C:8]1[NH:9][C:10]2[C:15]([C:16]=1[CH:17]1[CH2:22][CH2:21][CH2:20][CH2:19][CH2:18]1)=[CH:14][CH:13]=[C:12]([C:23]([O:25][C:26]([CH3:29])([CH3:28])[CH3:27])=[O:24])[CH:11]=2)(=[O:34])[CH3:33]

Participants

3

Reactant 2

HCID 578017002-Acetyl-4-methoxyphenylboronic acidHCID 86652976tert-butyl 2-(4-chloro-2-formylphenyl)-3-cyclohexyl-1H-indole-6-carboxylate

Product 1

HCID 68340203tert-butyl 2-(2-acetyl-4-methoxyphenyl)-3-cyclohexyl-1H-indole-6-carboxylate

Procedure

The title product tert-butyl 2-(2-acetyl-4-methoxyphenyl)-3-cyclohexyl-1H-indole-6-carboxylate 37d was synthesized by following a similar procedure to that used for the synthesis of tert-butyl 2-(4-chloro-2-formylphenyl)-3-cyclohexyl-1H-indole-6-carboxylate 34b, using 2-acetyl-4-methoxyphenylboronic acid 37c instead of 4-chloro-2-formylphenylboronic acid 34a.

Sources & evidence

ORD record
ord-7e5589f5b59c44a5b0805d464f742598
Source dataset
uspto-grants-2014_12
Patent number
US08921355B2

Reaction notes

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