Hydrochloric Acid → HCID 67746127, compound

HRID 744903Notes

Reaction equation

HRID 744903 reaction equation
[NH2:1][C:2](=[NH:36])[N:3]1[CH2:8][CH2:7][CH2:6][C@@H:5]([CH2:9][NH:10][C:11]([CH2:13][C@H:14]([NH:25]C(OCC2C=CC=CC=2)=O)[C:15]([N:17]([CH2:21][C:22]([OH:24])=[O:23])[CH:18]2[CH2:20][CH2:19]2)=[O:16])=[O:12])[CH2:4]1.[ClH:37]>[Pd].C(O)C>[ClH:37].[NH2:25][C@@H:14]([CH2:13][C:11](=[O:12])[NH:10][CH2:9][C@@H:5]1[CH2:6][CH2:7][CH2:8][N:3]([C:2]([NH2:36])=[NH:1])[CH2:4]1)[C:15]([N:17]([CH2:21][C:22]([OH:24])=[O:23])[CH:18]1[CH2:20][CH2:19]1)=[O:16]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 67746223HCID 67746223, compound

Product 1

HCID 67746127HCID 67746127, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

0.34 g of palladium/charcoal catalyst is added to a solution of 3.4 g of the product of Example 3 in 34 ml of ethanol and 6.8 ml of 1N hydrochloric acid and the reaction mixture is hydrogenated for 2 hours. Then, the catalyst is filtered off and the filtrate is evaporated. Colourless [[(S)-2-amino-3-[(S)-1-(amino-imino-methyl)-piperidin-3-ylmethylcarbamoyl]-propionyl]-cyclopropyl-amino]-acetic acid hydrochloride (1:1), MS (ion spray): 369.4 (M+H)+, is thus isolated.

Workup

  1. filtrationThen, the catalyst is filtered off
  2. customthe filtrate is evaporated

Sources & evidence

ORD record
ord-04ba59b14ed141bab9bfb6cf8117b7fa
Source dataset
uspto-grants-1996_09
Patent number
US05559232

Reaction notes

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