Dimethyl Sulfoxide → HCID 178523753, compound

HRID 450348Notes

Reaction equation

HRID 450348 reaction equation
[F:1][C:2]([F:32])([F:31])[C@H:3]1[CH2:8][CH2:7][C@H:6]([NH:9][C:10](=[O:30])[C:11]2[CH:16]=[C:15]([N+:17]([O-:19])=[O:18])[C:14]([NH:20][CH2:21][CH:22]([F:24])[F:23])=[N:13][C:12]=2OCC(F)F)[CH2:5][CH2:4]1.[NH:33]1[CH2:38][CH2:37][O:36][CH2:35][CH2:34]1.C([O-])([O-])=O.[K+].[K+].CS(C)=O>O>[F:1][C:2]([F:32])([F:31])[C@H:3]1[CH2:8][CH2:7][C@H:6]([NH:9][C:10](=[O:30])[C:11]2[CH:16]=[C:15]([N+:17]([O-:19])=[O:18])[C:14]([NH:20][CH2:21][CH:22]([F:24])[F:23])=[N:13][C:12]=2[N:33]2[CH2:38][CH2:37][O:36][CH2:35][CH2:34]2)[CH2:5][CH2:4]1

Participants

6

Reactant 4

HCID 679Dimethyl SulfoxideHCID 8083MorpholineHCID 11430Potassium CarbonateHCID 178523754HCID 178523754, compound

Product 1

HCID 178523753HCID 178523753, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of N-(trans-4-trifluoromethyl-cyclohexyl)-6-(2,2-difluoroethylamino)-5-nitro-2-(2,2-difluoroethoxy)-nicotinic acid amide (0.40 g, 0.83 mmol), morpholine (87 mg, 1.0 mmol), K2CO3 (170 mg, 1.24 mmol) and 2.5 mL DMSO is irradiated in a microwave apparatus at 100° C. for 30 min. The mixture is poured into water and the precipitate is collected by filtration and dried. Yield 0.34 g

Workup

  1. customis irradiated in a microwave apparatus at 100° C. for 30 min
  2. filtrationthe precipitate is collected by filtration
  3. customdried

Sources & evidence

ORD record
ord-24bcdce9eabd40ef899356f67830f6d7
Source dataset
uspto-grants-2013_07
Patent number
US08486968B2

Reaction notes

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