2-chloro-1H-indole-3-carbaldehyde → HCID 86035924, compound

HRID 751397Notes

Reaction equation

HRID 751397 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.[O:13]([C:20]1[CH:25]=[CH:24][C:23](B(O)O)=[CH:22][CH:21]=1)[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1>>[Cl:1][C:2]1[N:3]([C:23]2[CH:24]=[CH:25][C:20]([O:13][C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=3)=[CH:21][CH:22]=2)[C:4]2[C:9]([C:10]=1[CH:11]=[O:12])=[CH:8][CH:7]=[CH:6][CH:5]=2

Participants

3

Reactant 2

HCID 3147912-chloro-1H-indole-3-carbaldehydeHCID 27343774-Phenoxyphenylboronic acid

Product 1

HCID 86035924HCID 86035924, compoundYield 34%

Procedure

2-Chloro-1H-indole-3-carboxaldehyde is reacted with 4-phenoxyphenylboronic acid as described in Step 1 of Example 29 to afford 2-chloro-1-(4-phenoxyphenyl)-1H-indole-3-carboxaldehyde (34% yield) as a cream solid. ESI/MS 348 (M+H), 389 [(M+1+CH3CN) adduct], RT 3.74 min.

Sources & evidence

ORD record
ord-e3e175425ada46c3be03020f9410e158
Source dataset
uspto-grants-2008_07
Patent number
US07405300B2

Reaction notes

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