HCID 66640457, compound → HCID 66640109, compound

HRID 1094483Notes

Reaction equation

HRID 1094483 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:9]([N:11]2[C:15]3[CH:16]=[CH:17][C:18]([O:20]CC4C=CC=CC=4)=[CH:19][C:14]=3[O:13][CH2:12]2)=[O:10])=[CH:4][C:3]=1[C:28]([F:31])([F:30])[F:29]>C1COCC1.[Pd]>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:9]([N:11]2[C:15]3[CH:16]=[CH:17][C:18]([OH:20])=[CH:19][C:14]=3[O:13][CH2:12]2)=[O:10])=[CH:4][C:3]=1[C:28]([F:30])([F:29])[F:31]

Participants

4

Reactant 1

HCID 66640457HCID 66640457, compound

Product 1

HCID 66640109HCID 66640109, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8028TetrahydrofuranSolvent

Procedure

As a solution in 25 ml THF, 469 mg (1.04 mMol) 6-benzyloxy-benzooxazole-3-carboxylic acid (4-chloro-3-trifluoromethyl-phenyl)-amide are hydrogenated during 1 h in the presence of 267 mg Pd/C (10%). The catalyst is filtered off, washed with THF and the filtrate concentrated. Trituration with hexane gives the crystalline title compound, which is filtered off and washed with hexane: HPLC: tRet=14.3.

Workup

  1. filtrationThe catalyst is filtered off
  2. washwashed with THF
  3. concentrationthe filtrate concentrated

Sources & evidence

ORD record
ord-0543caa271fc497da7129ad2e477379f
Source dataset
uspto-grants-2012_03
Patent number
US08133886B2

Reaction notes

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