Hydrochloric Acid → HCID 178473980, compound

HRID 1728490Notes

Reaction equation

HRID 1728490 reaction equation
[C:1]1([CH:7]=[CH:8][C@@H:9]2[N:12]([C:13](=[O:15])[CH3:14])[C:11](=[O:16])[C@H:10]2[CH2:17][CH2:18][CH2:19][NH:20][C:21]([NH:33]C(OCC2C=CC=CC=2)=O)=[N:22]C(OCC2C=CC=CC=2)=O)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[ClH:44]>[Pd].CO.C(OCC)(=O)C>[ClH:44].[C:1]1([CH2:7][CH2:8][C@@H:9]2[N:12]([C:13](=[O:15])[CH3:14])[C:11](=[O:16])[C@H:10]2[CH2:17][CH2:18][CH2:19][NH:20][C:21]([NH2:33])=[NH:22])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 178473975HCID 178473975, compound

Product 1

HCID 178473980HCID 178473980, compoundYield 76%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 21584119Ethylacetate methanolSolvent

Procedure

A methanol/ethyl acetate (3 mL/1 mL) solution of compound 27 (470 mg, 0.82 mmol) and 1N HCl (0.9 mL), containing 10% palladium on carbon, was stirred under a hydrogen atmosphere until TLC indicated the disappearance of the starting material (about 30 min). The suspension was filtered through a pad of Celite, and the filtrate was concentrated to afford 220 mg (76%) of the title product.

Workup

  1. customthe disappearance of the starting material (about 30 min)
  2. filtrationThe suspension was filtered through a pad of Celite
  3. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-1f2ecbff873a41fab58dc3a6e7d00c67
Source dataset
uspto-grants-1994_07
Patent number
US05326863

Reaction notes

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