10-methyl-2,3-dihydro-1H-pyrrolo[2,1-c][1,4]benzodiazepine-5,11(10H,11aH)-dione → 8-Chloro-1,2,3,5,10,11a-hexahydro-10-methyl-11 H-pyrrolo[2,1-c] [1,4] benzodiazepin-11-one

HRID 268169Notes

Reaction equation

HRID 268169 reaction equation
[Cl:1][C:2]1[CH:18]=[CH:17][C:5]2[C:6](=O)[N:7]3[CH2:15][CH2:14][CH2:13][CH:8]3[C:9](=[O:12])[N:10]([CH3:11])[C:4]=2[CH:3]=1.CN1C2C=CC=CC=2C(=O)N2CCCC2C1=O>>[Cl:1][C:2]1[CH:18]=[CH:17][C:5]2[CH2:6][N:7]3[CH2:15][CH2:14][CH2:13][CH:8]3[C:9](=[O:12])[N:10]([CH3:11])[C:4]=2[CH:3]=1

Participants

3

Reactant 2

HCID 985943610-methyl-2,3-dihydro-1H-pyrrolo[2,1-c][1,4]benzodiazepine-5,11(10H,11aH)-dioneHCID 68145444(+)-8-chloro-1,2,3,11 a-tetrahydro-10-methyl-5 H-pyrrolo[2,1-c] [1,4] benzodiazepin-5,11(10H)-dione

Product 1

HCID 681460238-Chloro-1,2,3,5,10,11a-hexahydro-10-methyl-11 H-pyrrolo[2,1-c] [1,4] benzodiazepin-11-one

Procedure

This compound is obtained when (+)-8-chloro-1,2,3,11 a-tetrahydro-10-methyl-5 H-pyrrolo[2,1-c] [1,4] benzodiazepin-5,11(10H)-dione (melting point 191° -194°C. prepared from L-proline and 4-chloro-N-methylisatoic anhydride is described in Example 1) is substituted for (+) 1,2,3,11a-tetrahydro-10 -methyl-5 H-pyrrolo[2,1-c] [1,4] benzodiazepin-5,11(10H)-dione in the process of Example 1.

Sources & evidence

ORD record
ord-992412ba57cf442cb2c356e023131340
Source dataset
uspto-grants-1976_03
Patent number
US03947408

Reaction notes

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