2-chloro-1H-indole-3-carbaldehyde → HCID 86035936, compound

HRID 751403Notes

Reaction equation

HRID 751403 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.[Cl:13][C:14]1[CH:15]=[C:16](B(O)O)[CH:17]=[CH:18][CH:19]=1>>[Cl:1][C:2]1[N:3]([C:18]2[CH:17]=[CH:16][CH:15]=[C:14]([Cl:13])[CH:19]=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 2734323(3-Chlorophenyl)boronic acid

Product 1

HCID 86035936HCID 86035936, compoundYield 70%

Procedure

2-Chloro-1H-indole-3-carboxaldehyde is reacted with 3-chlorophenylboronic acid as described in Step 1 of Example 29 to afford 2-chloro-1-(3-chlorophenyl)-1H-indole-3-carboxaldehyde (70% yield) as a cream solid. ESI/MS 290 (M+H); RT 3.55 min; NMR 10.13 (1H, s); 8.21 (1H, d); 7.84 (1H, d); 7.74 (3H, m); 7.38 (2H, m); 7.16 (1H, d, J=9 Hz).

Sources & evidence

ORD record
ord-7f446f87c3ab4ca8aa3c88e82b70a90a
Source dataset
uspto-grants-2008_07
Patent number
US07405300B2

Reaction notes

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