2-(Trifluoromethyl)benzylamine → HCID 178506139, compound

HRID 1765969Notes

Reaction equation

HRID 1765969 reaction equation
[NH:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[N:3]=[C:2]1[CH:10]=O.[F:12][C:13]([F:23])([F:22])[C:14]1[CH:21]=[CH:20][CH:19]=[CH:18][C:15]=1[CH2:16][NH2:17]>C(O)(=O)C.CO>[NH:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[N:3]=[C:2]1/[CH:10]=[N:17]/[CH2:16][C:15]1[CH:18]=[CH:19][CH:20]=[CH:21][C:14]=1[C:13]([F:12])([F:22])[F:23]

Participants

5

Reactant 2

HCID 764472-(Trifluoromethyl)benzylamineHCID 768261H-Benzimidazole-2-carboxaldehyde

Product 1

HCID 178506139HCID 178506139, compound

Reagents, catalysts & solvents 2

HCID 176Acetic AcidCatalystHCID 887MethanolSolvent

Procedure

A mixture of 1.1 g (7.5 mmol) 1H-benzimidazole-2-carbaldehyde (Fluorochem), 1.3 g (7.5 mmol) 2-trifluoromethylbenzylamine and 1 drop glacial acetic acid in 10 ml methanol was stirred at room temperature for 72 hours. The resulted yellow solution was evaporated to c.a. 2–3 ml, cooled to −40° C. and the formed solid filtered. It was washed with methanol/water mixture (1/2) and dried under reduced pressure. Yield—1.96 g (86.4%). 1H NMR (250 MHz, D2-DCM), δ: 5.03 (s, 2H), 7.28–7.69 (m, 8H), 8.46 (s, 1H).

Workup

  1. customThe resulted yellow solution was evaporated to c.a
  2. temperature2–3 ml, cooled to −40° C.
  3. filtrationthe formed solid filtered
  4. washIt was washed with methanol/water mixture (1/2)
  5. customdried under reduced pressure

Sources & evidence

ORD record
ord-e8c1c32c35cb414299e35102f2871232
Source dataset
uspto-grants-2007_06
Patent number
US07229943B2

Reaction notes

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