HCID 67606062, compound → HCID 67955453, compound

HRID 2281037Notes

Reaction equation

HRID 2281037 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). 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 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. 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 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-75dd098c53d347aab34da577176c851c
Source dataset
uspto-grants-2015_09
Patent number
US09139576B2

Reaction notes

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