4-Bromo-2-chlorobenzaldehyde → HCID 66604416, compound

HRID 2410864Notes

Reaction equation

[Cl:1][C:2]1[CH:9]=[C:8](Br)[CH:7]=[CH:6][C:3]=1[CH:4]=O.Br[C:12]1[CH:13]=[C:14]([C:31]([NH2:33])=[O:32])[C:15]2[NH:16][C:17]3[CH:18]=[C:19]([N:25]4[CH2:30][CH2:29][O:28][CH2:27][CH2:26]4)[CH:20]=[CH:21][C:22]=3[C:23]=2[N:24]=1>>[Cl:1][C:2]1[CH:9]=[C:8]([C:12]2[CH:13]=[C:14]([C:31]([NH2:33])=[O:32])[C:15]3[NH:16][C:17]4[CH:18]=[C:19]([N:25]5[CH2:30][CH2:29][O:28][CH2:27][CH2:26]5)[CH:20]=[CH:21][C:22]=4[C:23]=3[N:24]=2)[CH:7]=[CH:6][C:3]=1[CH2:4][N:25]1[CH2:30][CH2:29][O:28][CH2:27][CH2:26]1

Participants

Reactant 2

HCID 141091094-Bromo-2-chlorobenzaldehyde

HCID 86663061HCID 86663061, compound

Product 1

HCID 66604416HCID 66604416, compound

Procedure

This was similarly prepared from 2-chloro-4-bromobenzaldehyde and 2-bromo-7-morpholino-5H-pyrido[3,2-b]indole-4-carboxamide. MS (ESI) m/z 506.35 (M+H). 1H NMR (500 MHz, DMSO-d6) δ ppm 11.30 (1H, s), 8.54 (1H, s), 8.31-8.37 (2H, m), 8.24 (1H, dd, J=8.09, 1.68 Hz), 8.08 (1H, d, J=8.85 Hz), 7.84 (1H, s), 7.64 (1H, d, J=8.24 Hz), 7.23 (1H, d, J=2.14 Hz), 7.02 (1H, dd, J=8.85, 2.14 Hz), 3.78-3.87 (4H, m), 3.65 (2H, s), 3.60-3.64 (4H, m), 3.22-3.27 (4H, m), 2.45-2.50 (4H, m).

Sources & evidence

ORD record: ord-8e50e3bea4d44d9bbf8000c3de7bbc9f
Source dataset: uspto-grants-2014_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08815840B2

Reaction notes

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