HCID 57971699, compound → HCID 57971723, compound

HRID 2276982Notes

Reaction equation

HRID 2276982 reaction equation
[CH:1]1([O:6][C:7](=[O:29])[C@@H:8]([NH:15][C:16]([NH:18][CH2:19][C:20]2[CH:25]=[CH:24][CH:23]=[C:22]([N+:26]([O-])=O)[CH:21]=2)=[O:17])[C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[CH2:5][CH2:4][CH2:3][CH2:2]1>C(O)C>[CH:1]1([O:6][C:7](=[O:29])[C@@H:8]([NH:15][C:16]([NH:18][CH2:19][C:20]2[CH:25]=[CH:24][CH:23]=[C:22]([NH2:26])[CH:21]=2)=[O:17])[C:9]2[CH:10]=[CH:11][CH:12]=[CH:13][CH:14]=2)[CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

3

Reactant 1

HCID 57971699HCID 57971699, compound

Product 1

HCID 57971723HCID 57971723, compoundYield 71%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

(S)-[3-(3-Nitro-benzyl)-ureido]-phenyl-acetic acid cyclopentyl ester (3.6 g, 9.0 mmol) was dissolved in ethanol (50 ml) Pd/C (10% wet) catalyst (100 mg) was added and the mixture was stirred under H2 atmosphere (balloon pressure) for 18 h. The reaction mixture was filtered through a celite plug and evaporated to dryness to give a purple oil (2.34 g, 71% yield). LCMS purity 90%, m/z 368 [M++H]+.

Workup

  1. additionwas added
  2. filtrationThe reaction mixture was filtered through a celite plug
  3. customevaporated to dryness

Sources & evidence

ORD record
ord-aa9056bcf3d044b596539be13b0b7cae
Source dataset
uspto-grants-2015_09
Patent number
US09133104B2

Reaction notes

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