2-chloro-1-phenyl-1H-indole-3-carbaldehyde → HCID 86596811, compound

HRID 1678150Notes

Reaction equation

HRID 1678150 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.[NH:19]1[CH2:26][NH:25][CH2:24][CH2:23][NH:22][CH2:21][CH2:20]1>>[C:13]1([N:3]2[C:4]3[C:9](=[CH:8][CH:7]=[CH:6][CH:5]=3)[C:10]([CH:11]=[O:12])=[C:2]2[N:19]2[CH2:26][NH:25][CH2:24][CH2:23][NH:22][CH2:21][CH2:20]2)[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1

Participants

3

Reactant 2

HCID 3147932-chloro-1-phenyl-1H-indole-3-carbaldehydeHCID 67371144HCID 67371144, compound

Product 1

HCID 86596811HCID 86596811, compoundYield 37%

Procedure

2-Chloro-1-phenyl-1H-indole-3-carboxaldehyde is reacted with [1,4,7]triazocane as described in Example 1 to afford 1-phenyl-2-[1,4,7]triazocan-1-yl-1H-indole-3-carboxaldehyde (37% yield) as a yellow solid. LC/MS: 321 (M+H−H2O); RT 2.96 min; NMR (CDCl3): 7.37 (1H, d), 7.18-7.30 (3H, m), 7.13 (1H, t), 6.97 (2H, d), 6.90 (1H, t), 6.79 (1H, t), 2.76-3.10 (12H, m).

Sources & evidence

ORD record
ord-0949abc806754347b6d8bffca93a7f94
Source dataset
uspto-grants-2011_08
Patent number
US08008491B2

Reaction notes

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