HCID 67606062, compound → HCID 67955453, compound

HRID 872292Notes

Reaction equation

HRID 872292 reaction equation
C([O:8][C:9]1[CH:21]=[CH:20][C:12]2[N:13]([CH2:16][CH:17]3[CH2:19][CH2:18]3)[N:14]=[N:15][C:11]=2[C:10]=1[C:22]([F:25])([F:24])[F:23])C1C=CC=CC=1>CO.C(OCC)(=O)C>[CH:17]1([CH2:16][N:13]2[C:12]3[CH:20]=[CH:21][C:9]([OH:8])=[C:10]([C:22]([F:24])([F:25])[F:23])[C:11]=3[N:15]=[N:14]2)[CH2:19][CH2:18]1

Participants

3

Reactant 1

HCID 67606062HCID 67606062, compound

Product 1

HCID 67955453HCID 67955453, compound

Reagents, catalysts & solvents 1

HCID 21584119Ethylacetate methanolSolvent

Procedure

5-Benzyloxy-1-(cyclopropylmethyl)-4-(trifluoromethyl)-1H-benzotriazole (9-4, 5.04 g, 14.5 mmol) was dissolved in 1:1 mixture of methanol/ethyl acetate (40 mL). The mixture was sparged under nitrogen, treated with Pearlman's catalyst (2 g, 0.2 wt equiv) and then sparged under hydrogen (1 atm) and stirred vigorously for 90 minutes. The reaction mixture was filtered through a pad of Celite, which was washed with methanol (500 mL) and concentrated in vacuo, providing the titled compound 9-5.

Workup

  1. customThe mixture was sparged under nitrogen
  2. additiontreated with Pearlman's catalyst (2 g, 0.2 wt equiv)
  3. customsparged under hydrogen (1 atm)
  4. filtrationThe reaction mixture was filtered through a pad of Celite, which
  5. washwas washed with methanol (500 mL)
  6. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-4f1dda6621f34ca798d118201032afee
Source dataset
uspto-grants-2015_03
Patent number
US08975286B2

Reaction notes

Loading…