2-(Trifluoromethyl)aniline → HCID 178521936, compound

HRID 1406443Notes

Reaction equation

HRID 1406443 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([Cl:8])[C:3]=1[NH:9][C:10]1[NH:14][C:13]2[CH:15]=[CH:16][C:17]([C:19](O)=[O:20])=[CH:18][C:12]=2[N:11]=1.[F:22][C:23]([F:32])([F:31])[C:24]1[CH:30]=[CH:29][CH:28]=[CH:27][C:25]=1[NH2:26]>ClCCl.N1C=CC=CC=1.C(OCC)(=O)C>[F:22][C:23]([F:31])([F:32])[C:24]1[CH:30]=[CH:29][CH:28]=[CH:27][C:25]=1[NH:26][C:19]([C:17]1[CH:16]=[CH:15][C:13]2[NH:14][C:10]([NH:9][C:3]3[C:4]([Cl:8])=[CH:5][CH:6]=[CH:7][C:2]=3[Cl:1])=[N:11][C:12]=2[CH:18]=1)=[O:20]

Participants

6

Reactant 2

HCID 69222-(Trifluoromethyl)anilineHCID 178524175HCID 178524175, compound

Product 1

HCID 178521936HCID 178521936, compound

Reagents, catalysts & solvents 3

HCID 1049PyridineSolventHCID 6344DichloromethaneSolventHCID 8857Ethyl AcetateSolvent

Procedure

A mixture of 2-(2,6-dichloro-phenylamino)-1H-benzimidazole-5-carboxylic acid (600 mg, 1.86 mmol) and 1-chloro-N,N-2-trimethyl-1-propenylamin (420 μL, 3.2 mmol) in 8 mL dichloromethane was stirred for 45 min. 2-Trifluoromethyl-aniline (2.3 mL, 18.6 mmol) in pyridine was added. After stirring overnight, the mixture was diluted with ethyl acetate, washed with water and brine, dried and concentrated i.vac.

Workup

  1. stirringAfter stirring overnight
  2. washwashed with water and brine
  3. customdried
  4. concentrationconcentrated i.vac

Sources & evidence

ORD record
ord-45f9464a933043378e0779df67bb270b
Source dataset
uspto-grants-2014_12
Patent number
US08916599B2

Reaction notes

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