HCID 54271708, compound → HCID 53808734, compound

HRID 1287541Notes

Reaction equation

HRID 1287541 reaction equation
C([O:9][C:10]1[CH:11]=[CH:12][C:13]2[N:19]([C:20](=[O:28])[CH2:21][CH2:22][N:23]3[CH2:27][CH2:26][CH2:25][CH2:24]3)[CH2:18][CH:17]3[CH2:29][CH2:30][CH2:31][N:16]3[CH2:15][C:14]=2[CH:32]=1)(=O)C1C=CC=CC=1.[H][H]>[Pd].C(O)C>[OH:9][C:10]1[CH:11]=[CH:12][C:13]2[N:19]([C:20](=[O:28])[CH2:21][CH2:22][N:23]3[CH2:24][CH2:25][CH2:26][CH2:27]3)[CH2:18][CH:17]3[CH2:29][CH2:30][CH2:31][N:16]3[CH2:15][C:14]=2[CH:32]=1

Participants

5

Reactant 2

HCID 54271708HCID 54271708, compoundHCID 178418361HCID 178418361, compound2×

Product 1

HCID 53808734HCID 53808734, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A mixture of 5 g. of 7-benzoyloxy-2,3,5,10,11,11a-hexahydro-10-[3-(1-pyrrolidinyl)propionyl]-1H-pyrrolo[2,1-c] [1,4]benzodiazepine, 250 ml. of ethanol and 2 g. of 10% palladium-on-carbon catalyst is shaken in a Parr hydrogenator under about 3 atmospheres of hydrogen pressure until hydrogen uptake is complete. The catalyst is filtered off and the mother liquor is concentrated and 2,3,5,10,11,11a-hexahydro-7-hydroxy-10-[3-(1-pyrrolidinyl)propionyl]-1H-pyrrolo[2,1-c] [1,4]benzodiazepine is obtained.

Workup

  1. additionA mixture of 5 g
  2. filtrationThe catalyst is filtered off
  3. concentrationthe mother liquor is concentrated

Sources & evidence

ORD record
ord-3250ce402dec4f6b9868661ffd29c5cf
Source dataset
uspto-grants-1976_10
Patent number
US03984562

Reaction notes

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