[1-(1-Oxazol-4-yl-cyclopropylcarbamoyl)-cyclopropyl]-carbamic acid benzyl ester → 1-Amino-cyclopropanecarboxylic acid (1-oxazol-4-yl-cyclopropyl)-amide

HRID 1040450Notes

Reaction equation

HRID 1040450 reaction equation
C(OC(=O)[NH:10][C:11]1([C:14](=[O:24])[NH:15][C:16]2([C:19]3[N:20]=[CH:21][O:22][CH:23]=3)[CH2:18][CH2:17]2)[CH2:13][CH2:12]1)C1C=CC=CC=1>CO.[Pd]>[O:22]1[CH:23]=[C:19]([C:16]2([NH:15][C:14]([C:11]3([NH2:10])[CH2:13][CH2:12]3)=[O:24])[CH2:18][CH2:17]2)[N:20]=[CH:21]1

Participants

4

Reactant 1

HCID 67391472[1-(1-Oxazol-4-yl-cyclopropylcarbamoyl)-cyclopropyl]-carbamic acid benzyl ester

Product 1

HCID 673904991-Amino-cyclopropanecarboxylic acid (1-oxazol-4-yl-cyclopropyl)-amideYield 96.5%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

[1-(1-oxazol-4-yl-cyclopropylcarbamoyl)-cyclopropyl]-carbamic acid benzyl ester (70 mg, 0.21 mmol) was dissolved in MeOH (10 ml), followed by the addition of 10% Pd/C (35 mg). The solution mixture was stirred under H2 balloon for 1 h. The reaction mixture was filtered through celite. The solvent was concentrated under high vacuum pump to afford 42 mg of 1-amino-cyclopropanecarboxylic acid (1-oxazol-4-yl-cyclopropyl)-amide as a off-white solid product, m/z 208.8 [M+1]+.

Workup

  1. filtrationThe reaction mixture was filtered through celite
  2. concentrationThe solvent was concentrated under high vacuum pump

Sources & evidence

ORD record
ord-80184875f235490599facc254ad52284
Source dataset
uspto-grants-2013_10
Patent number
US08552205B2

Reaction notes

Loading…