Formaldehyde → N-[3-(7,8-Dimethoxy-1,3,4,5-tetrahydro-2H-3-benzazepin-2-on-3-yl)-propyl]-N-[2-(4-amino-3,5-dichlorophenylamino)-ethyl]-methylamine

HRID 364094Notes

Reaction equation

HRID 364094 reaction equation
[CH3:1][O:2][C:3]1[C:30]([O:31][CH3:32])=[CH:29][C:6]2[CH2:7][C:8](=[O:28])[N:9]([CH2:12][CH2:13][CH2:14][NH:15][CH2:16][CH2:17][NH:18][C:19]3[CH:24]=[C:23]([Cl:25])[C:22]([NH2:26])=[C:21]([Cl:27])[CH:20]=3)[CH2:10][CH2:11][C:5]=2[CH:4]=1.C=O.[C:35]([BH3-])#N.[Na+]>>[CH3:1][O:2][C:3]1[C:30]([O:31][CH3:32])=[CH:29][C:6]2[CH2:7][C:8](=[O:28])[N:9]([CH2:12][CH2:13][CH2:14][N:15]([CH3:35])[CH2:16][CH2:17][NH:18][C:19]3[CH:24]=[C:23]([Cl:25])[C:22]([NH2:26])=[C:21]([Cl:27])[CH:20]=3)[CH2:10][CH2:11][C:5]=2[CH:4]=1

Participants

4

Reactant 3

HCID 712FormaldehydeHCID 5003444Sodium cyanoborohydrideHCID 13579673N-[3-(7,8-Dimethoxy-1,3,4,5-tetrahydro-2H-3-benzazepin-2-on-3-yl)-propyl]-2-(4-amino-3,5-dichlorophenylamino)-ethylamine

Product 1

HCID 20240100N-[3-(7,8-Dimethoxy-1,3,4,5-tetrahydro-2H-3-benzazepin-2-on-3-yl)-propyl]-N-[2-(4-amino-3,5-dichlorophenylamino)-ethyl]-methylamine

Procedure

The title compound is prepared from N-[3-(7,8-dimethoxy-1,3,4,5-tetrahydro-2H-3-benzazepin-2-on-3-yl)-propyl]-2-(4-amino-3,5-dichlorophenylamino)-ethylamine, paraformaldehyde and sodium cyanoborohydride analogously to Example 5.

Sources & evidence

ORD record
ord-27a6ad4396bd4e55af75628dc439d4c4
Source dataset
uspto-grants-1986_08
Patent number
US04604389

Reaction notes

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