HCID 86731192, compound → HCID 136341404, compound

HRID 2277137Notes

Reaction equation

HRID 2277137 reaction equation
C([O:8][C:9]1[CH:14]=[CH:13][C:12]([C:15]2[O:16][C:17]3[CH:23]=[C:22]([O:24][CH2:25][C@@H:26]([NH:28][C:29](=[O:31])[CH3:30])[CH3:27])[CH:21]=[CH:20][C:18]=3[N:19]=2)=[CH:11][C:10]=1[F:32])C1C=CC=CC=1>[C].[Pd].C1COCC1>[F:32][C:10]1[CH:11]=[C:12]([C:15]2[O:16][C:17]3[CH:23]=[C:22]([O:24][CH2:25][C@@H:26]([NH:28][C:29](=[O:31])[CH3:30])[CH3:27])[CH:21]=[CH:20][C:18]=3[N:19]=2)[CH:13]=[CH:14][C:9]=1[OH:8]

Participants

4

Reactant 1

HCID 86731192HCID 86731192, compound

Product 1

HCID 136341404HCID 136341404, compoundYield 87.9%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 8028TetrahydrofuranSolvent

Procedure

A mixture of N-((2S)-1-((2-(4-(benzyloxy)-3-fluorophenyl)-1,3-benzoxazol-6-yl)oxy)propan-2-yl)acetamide (1.22 g), 10% palladium-carbon (containing water (50%), 1.00 g) and THF (20 mL) was stirred at room temperature for 20 min under a hydrogen atmosphere. The catalyst was removed by filtration, and the obtained filtrate was concentrated under reduced pressure. The obtained solid was washed with diethyl ether to give the title compound (850 mg).

Workup

  1. customThe catalyst was removed by filtration
  2. concentrationthe obtained filtrate was concentrated under reduced pressure
  3. washThe obtained solid was washed with diethyl ether

Sources & evidence

ORD record
ord-3cde705e72d34e7b81cdd1b8f72dcfff
Source dataset
uspto-grants-2015_09
Patent number
US09133129B2

Reaction notes

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