2-chloro-1H-indole-3-carbaldehyde → HCID 86035906, compound

HRID 1678175Notes

Reaction equation

HRID 1678175 reaction equation
[Cl:1][C:2]1[NH:3][C:4]2[C:9]([C:10]=1[CH:11]=[O:12])=[CH:8][CH:7]=[CH:6][CH:5]=2.[Br:13][C:14]1[CH:15]=[C:16](B(O)O)[CH:17]=[CH:18][CH:19]=1>>[Br:13][C:14]1[CH:19]=[C:18]([N:3]2[C:4]3[C:9](=[CH:8][CH:7]=[CH:6][CH:5]=3)[C:10]([CH:11]=[O:12])=[C:2]2[Cl:1])[CH:17]=[CH:16][CH:15]=1

Participants

3

Procedure

2-Chloro-1H-indole-3-carboxaldehyde is reacted with 3-bromophenylboronic acid as described in Step 1 of Example 29 to afford 1-(3-bromophenyl)-2-chloro-1H-indole-3-carboxaldehyde (87% yield) as a cream solid. ESI/MS 334 (M), 375 [(M+2+CH3CN) adduct]; RT=3.59 min.

Sources & evidence

ORD record
ord-2c323a70dacc47ca974908ed2326e7b8
Source dataset
uspto-grants-2011_08
Patent number
US08008491B2

Reaction notes

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