Water → HCID 10927071, compound

HRID 1633553Notes

Reaction equation

HRID 1633553 reaction equation
[Cl:1][C:2]1[C:3]([CH2:12][NH2:13])=[N:4][CH:5]=[C:6]([C:8]([F:11])([F:10])[F:9])[CH:7]=1.[F:14][C:15]([F:26])([F:25])[C:16]1[CH:24]=[CH:23][CH:22]=[CH:21][C:17]=1[C:18](Cl)=[O:19].C(N(CC)CC)C.O>CCOCC.C(OCC)(=O)C>[Cl:1][C:2]1[C:3]([CH2:12][NH:13][C:18]([C:17]2[C:16]([C:15]([F:14])([F:25])[F:26])=[CH:24][CH:23]=[CH:22][CH:21]=2)=[O:19])=[N:4][CH:5]=[C:6]([C:8]([F:11])([F:9])[F:10])[CH:7]=1

Participants

7

Reactant 4

HCID 962WaterHCID 8471TriethylamineHCID 675612-(Trifluoromethyl)benzoyl chlorideHCID 11085087(3-Chloro-5-(trifluoromethyl)pyridin-2-yl)methanamine

Product 1

HCID 10927071HCID 10927071, compound

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolvent2×HCID 8857Ethyl AcetateSolvent

Procedure

A solution of (3-chloro-5-trifluoromethyl-2-pyridyl)methylamine (0.35 g) in dry ether (2 ml) was added to a solution of 2-trifluoromethylbenzoyl chloride (0.39 g) and triethylamine (0.27 ml) in dry ether (5 ml) and the mixture stirred overnight. Water (20 ml) and ethyl acetate (10 ml) were added and the organic phase was separated and washed with aqueous sodium hydrogen carbonate, dried and evaporated under reduced pressure. The residue was purified by silica gel chromatography to give the title product, m.p. 127-30° C.

Workup

  1. customthe organic phase was separated
  2. washwashed with aqueous sodium hydrogen carbonate
  3. customdried
  4. customevaporated under reduced pressure
  5. customThe residue was purified by silica gel chromatography

Sources & evidence

ORD record
ord-a6eac0d037ed4108b1f619a5cc0fc41c
Source dataset
uspto-grants-2003_01
Patent number
US06503933B1

Reaction notes

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