HCID 67606062, compound → HCID 67955453, compound

HRID 1626992Notes

Reaction equation

HRID 1626992 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 (5.04 g, 14.5 mmol) was dissolved in 1:1 mixture of methanol/ethyl acetate (40 mL), sparged under nitrogen, treated with Pearlman's catalyst (2 g, 0.2 wt equiv) and then sparged under hydrogen (1 atm). After stirring vigorously for 90 minutes, the mixture was filtered through a pad of Celite, which was washed with methanol (500 mL) and concentrated in vacuo, providing the titled compound.

Workup

  1. customsparged under nitrogen
  2. additiontreated with Pearlman's catalyst (2 g, 0.2 wt equiv)
  3. customsparged under hydrogen (1 atm)
  4. filtrationthe 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-0497e2a6fcfd4cf29df4f37d24ca6523
Source dataset
uspto-grants-2014_07
Patent number
US08785482B2

Reaction notes

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