Piperidine → 4,9-Dihydro-4-[[2-[(dimethylamino)methyl]-1-piperidinyl]-acetyl]-3-methyl-10H-thieno[3,4-b][1,5]benzodiazepin-10-one

HRID 465088Notes

Reaction equation

HRID 465088 reaction equation
Cl[CH2:2][C:3]([N:5]1[C:11]2[CH:12]=[CH:13][CH:14]=[CH:15][C:10]=2[NH:9][C:8](=[O:16])[C:7]2=[CH:17][S:18][C:19]([CH3:20])=[C:6]12)=[O:4].[NH:21]1[CH2:26][CH2:25][CH2:24][CH2:23][CH2:22]1>C1CCCCC1.C(OCC)(=O)C>[CH3:3][N:5]([CH2:11][CH:22]1[CH2:23][CH2:24][CH2:25][CH2:26][N:21]1[CH2:2][C:3]([N:5]1[C:11]2[CH:12]=[CH:13][CH:14]=[CH:15][C:10]=2[NH:9][C:8](=[O:16])[C:7]2=[CH:17][S:18][C:19]([CH3:20])=[C:6]12)=[O:4])[CH3:6]

Participants

4

Reactant 2

HCID 8082PiperidineHCID 198042184-chloroacetyl-9,10-dihydro-3-methyl-4H-thieno[3,4-b][1,5]benzodiazepin-10-one

Product 1

HCID 202615194,9-Dihydro-4-[[2-[(dimethylamino)methyl]-1-piperidinyl]-acetyl]-3-methyl-10H-thieno[3,4-b][1,5]benzodiazepin-10-one

Reagents, catalysts & solvents 1

HCID 21867204Cyclohexane ethylacetateSolvent

Procedure

The title compound is prepared analogously to Example 2 from 4-(chloroacetyl)-4,9-dihydro-3-methyl-10H-thieno[3,4-b][1,5]benzodiazepin-10-one and 2-(dimethylamino)methyl]piperidine to give colorless crystals, mp. 172°-173° C. (cyclohexane/ethyl acetate 4:1 v/v).

Sources & evidence

ORD record
ord-6c497de96d6f443d92affb185a48dea6
Source dataset
uspto-grants-1985_10
Patent number
US04550107

Reaction notes

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