2-chloro-1-phenyl-1H-indole-3-carbaldehyde → HCID 11163834, compound

HRID 751364Notes

Reaction equation

HRID 751364 reaction equation
Cl[C:2]1[N:3]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[C:4]2[C:9]([C:10]=1[CH:11]=[O:12])=[CH:8][CH:7]=[CH:6][CH:5]=2.[N:19]1([CH:26]=[O:27])[CH2:25][CH2:24][CH2:23][NH:22][CH2:21][CH2:20]1>>[CH:26]([N:19]1[CH2:25][CH2:24][CH2:23][N:22]([C:2]2[N:3]([C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=3)[C:4]3[C:9]([C:10]=2[CH:11]=[O:12])=[CH:8][CH:7]=[CH:6][CH:5]=3)[CH2:21][CH2:20]1)=[O:27]

Participants

3

Reactant 2

HCID 3147932-chloro-1-phenyl-1H-indole-3-carbaldehydeHCID 70066561,4-diazepane-1-carbaldehyde

Product 1

HCID 11163834HCID 11163834, compoundYield 97%

Procedure

2-Chloro-1-phenyl-1H-indole-3-carboxaldehyde is reacted with [1,4]diazepane-1-carboxaldehyde as described in Example 1 to afford 2-(4-formyl-[1,4]diazepan-1-yl)-1-phenyl-1H-indole-3-carboxaldehyde (97% yield) as a yellow solid. LC/MS: MS 348 (M+H); RT 2.77 min; (CDCl3): 10.26 (1H, d), 8.22 (1H, d), 8.00 (0.5H, s), 7.86 (0.5H, s), 7.47-7.69(3H, m), 7.23-7.38 (3H, m), 7.17(1H, t), 6.97 (1H, d), 3.25-3.70 (8H, m), 1.50-1.73(2H, m).

Sources & evidence

ORD record
ord-5a46afcecf174e478030dc49a285debd
Source dataset
uspto-grants-2008_07
Patent number
US07405300B2

Reaction notes

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