Tetrahydrofuran → HCID 178523754, compound

HRID 450347Notes

Reaction equation

HRID 450347 reaction equation
[F:1][CH:2]([F:5])[CH2:3][NH2:4].[F:6][C:7]([F:33])([F:32])[C@H:8]1[CH2:13][CH2:12][C@H:11]([NH:14][C:15](=[O:31])[C:16]2[CH:21]=[C:20]([N+:22]([O-:24])=[O:23])[C:19](Cl)=[N:18][C:17]=2[O:26][CH2:27][CH:28]([F:30])[F:29])[CH2:10][CH2:9]1.C1COCC1>CO>[F:32][C:7]([F:6])([F:33])[C@H:8]1[CH2:9][CH2:10][C@H:11]([NH:14][C:15](=[O:31])[C:16]2[CH:21]=[C:20]([N+:22]([O-:24])=[O:23])[C:19]([NH:4][CH2:3][CH:2]([F:5])[F:1])=[N:18][C:17]=2[O:26][CH2:27][CH:28]([F:30])[F:29])[CH2:12][CH2:13]1

Participants

5

Reactant 3

HCID 8028TetrahydrofuranHCID 1362742,2-DifluoroethanamineHCID 178523751HCID 178523751, compound

Product 1

HCID 178523754HCID 178523754, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

2,2-Difluoroethylamine (0.18 mL, 2.53 mmol) is slowly added to a mixture of N-(trans-4-trifluoromethyl-cyclohexyl)-6-chloro-5-nitro-2-(2,2-difluoroethoxy)-nicotinic acid amide (prepared according to WO2010/34799, 1.00 g, 2.3 mmol) and 10 mL THF at 0° C., 2 mL MeOH is added and it is stirred for 20 h. The mixture is concentrated and the solid residue is washed with water and dried. Yield: 0.96 g.

Workup

  1. concentrationThe mixture is concentrated
  2. washthe solid residue is washed with water
  3. customdried

Sources & evidence

ORD record
ord-f53f4ace12ee4ebebe0c00d66e84c194
Source dataset
uspto-grants-2013_07
Patent number
US08486968B2

Reaction notes

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