HCID 178437567, compound → HCID 178437566, compound

HRID 1523280Notes

Reaction equation

HRID 1523280 reaction equation
[F:1][C:2]([F:32])([F:31])[C:3]1[CH:8]=[CH:7][C:6]([C:9]2[N:10]=[C:11]([CH:14]([C:16]3([NH:20]C(=O)OCC4C=CC=CC=4)[CH2:19][O:18][CH2:17]3)[CH3:15])[NH:12][CH:13]=2)=[CH:5][CH:4]=1>CO>[F:32][C:2]([F:1])([F:31])[C:3]1[CH:8]=[CH:7][C:6]([C:9]2[N:10]=[C:11]([CH:14]([C:16]3([NH2:20])[CH2:17][O:18][CH2:19]3)[CH3:15])[NH:12][CH:13]=2)=[CH:5][CH:4]=1

Participants

3

Reactant 1

HCID 178437567HCID 178437567, compound

Product 1

HCID 178437566HCID 178437566, compoundYield 63.3%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Benzyl [3-(1-{4-[4-(trifluoromethyl)phenyl]-1H-imidazol-2-yl}ethyl)oxetan-3-yl]carbamate (Preparation 8, 0.95 g, 2.13 mmol) was dissolved in methanol (20 mL) and hydrogenated at room temperature and 100 psi. The reaction mixture was then filtered over Arbocel© and the resulting filtrate concentrated in vacuo. The residue was purified by silica gel column chromatography to afford the title compound as a solid (0.42 g, 63%).

Workup

  1. filtrationThe reaction mixture was then filtered over Arbocel©
  2. concentrationthe resulting filtrate concentrated in vacuo
  3. customThe residue was purified by silica gel column chromatography

Sources & evidence

ORD record
ord-18474e7d0a9040c29f4c79f604a03ff2
Source dataset
uspto-grants-2015_07
Patent number
US09079878B2

Reaction notes

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