Benzaldehyde → 1-benzyl-3-benzylaminomethyl-3,4,5,6-tetrahydro-6-oxo-1H-azepino[5,4,3-cd]indole

HRID 327085Notes

Reaction equation

HRID 327085 reaction equation
Cl.[CH2:2]([N:9]1[C:17]2[CH:16]=[CH:15][CH:14]=[C:13]3[C:18](=[O:24])[NH:19][CH2:20][CH:21]([CH2:22][NH2:23])[C:11]([C:12]=23)=[CH:10]1)[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.[CH:25](=O)[C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1>>[CH2:2]([N:9]1[C:17]2[CH:16]=[CH:15][CH:14]=[C:13]3[C:18](=[O:24])[NH:19][CH2:20][CH:21]([CH2:22][NH:23][CH2:25][C:26]4[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=4)[C:11]([C:12]=23)=[CH:10]1)[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1

Participants

3

Reactant 2

HCID 240BenzaldehydeHCID 19734250HCID 19734250, compound

Product 1

HCID 197342621-benzyl-3-benzylaminomethyl-3,4,5,6-tetrahydro-6-oxo-1H-azepino[5,4,3-cd]indole

Procedure

4 g of oily i-benzyl-3-aminomethyl-3,4,5,6-tetrahydro-6-oxo-1H-azepino(5,4,3-cd]indole (see Example 10 for preparation) were reacted with benzaldehyde by the method described in Example 2, and the resulting Schiff's base was reduced by the method described in Example 2. The reaction mixture was worked up as described in Example 2. 4.3 g of 1-benzyl-3-benzylaminomethyl-3,4,5,6-tetrahydro-6-oxo-1H-azepino[5,4,3-cd]indole were obtained.

Sources & evidence

ORD record
ord-4be7d63865a143d49eaa8da4e8f81276
Source dataset
uspto-grants-1993_12
Patent number
US05272143

Reaction notes

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