2-chloro-1H-indole-3-carbaldehyde → HCID 86035939, compound

HRID 751407Notes

Reaction equation

HRID 751407 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.[OH:13][CH2:14][C:15]1[CH:16]=[C:17](B(O)O)[CH:18]=[CH:19][CH:20]=1>>[Cl:1][C:2]1[N:3]([C:19]2[CH:18]=[CH:17][CH:16]=[C:15]([CH2:14][OH:13])[CH:20]=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 2734662[3-(Hydroxymethyl)phenyl]boronic acid

Product 1

HCID 86035939HCID 86035939, compoundYield 17%

Procedure

2-Chloro-1H-indole-3-carboxaldehyde is reacted with 3-(hydroxymethyl)-phenylboronic acid as described in Step 1 of Example 29 to afford 2-chloro-1-(3-hydroxymethylphenyl)-1H-indole-3-carboxaldehyde (17% yield) as a pink solid. ESI/MS 286 (M+H); RT 2.85 min.

Sources & evidence

ORD record
ord-a4b0c6237d44472d9fa3c381f0a19a21
Source dataset
uspto-grants-2008_07
Patent number
US07405300B2

Reaction notes

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