Hydrochloric Acid → HCID 15511271, compound

HRID 2297507Notes

Reaction equation

HRID 2297507 reaction equation
C([N:8]1[CH2:12][CH2:11][CH:10]([CH2:13][C:14]2[C:22]3[C:17](=[CH:18][CH:19]=[C:20]([C:23]#[N:24])[CH:21]=3)[NH:16][CH:15]=2)[CH2:9]1)C1C=CC=CC=1.Cl>C(O)C>[NH:8]1[CH2:12][CH2:11][CH:10]([CH2:13][C:14]2[C:22]3[C:17](=[CH:18][CH:19]=[C:20]([C:23]#[N:24])[CH:21]=3)[NH:16][CH:15]=2)[CH2:9]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 18965360HCID 18965360, compound

Product 1

HCID 15511271HCID 15511271, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

Hydrogenolysis of 0.32 mol (96 g) of 3-(1-benzyl-3-pyrrolidinylmethyl)-1H-indole-5-carbonitrile (described in Patent Application EP 610 134) is carried out in 1.7 liters of ethanol in the presence of 9.6 g of carbon containing 20% palladium hydroxide moist (Pearlman's catalyst) and 0.32 mol of hydrochloric acid in ethanol at 70° C. and at atmospheric pressure. After absorption of the theoretical amount of hydrogen, the catalyst is filtered off and the filtrate is then concentrated. The base is precipitated out by 1N sodium hydroxide solution and extracted using dichloromethane to yield the expected product.

Workup

  1. customAfter absorption of the theoretical amount of hydrogen
  2. filtrationthe catalyst is filtered off
  3. concentrationthe filtrate is then concentrated
  4. customThe base is precipitated out by 1N sodium hydroxide solution
  5. extractionextracted

Sources & evidence

ORD record
ord-dbaeff6b076344b98262d12b5c0fed67
Source dataset
uspto-grants-2002_12
Patent number
US06492366B1

Reaction notes

Loading…