Ammonia → HCID 58092075, compound

HRID 1873481Notes

Reaction equation

HRID 1873481 reaction equation
CS(O[CH2:6][C:7]1[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[C:10]([C:17]2[CH2:18][C:19]([C:26]3[CH:31]=[C:30]([Cl:32])[CH:29]=[C:28]([Cl:33])[CH:27]=3)([C:22]([F:25])([F:24])[F:23])[CH2:20][N:21]=2)=[CH:9][CH:8]=1)(=O)=O.O.[NH3:35]>C1COCC1.CO>[Cl:32][C:30]1[CH:31]=[C:26]([C:19]2([C:22]([F:25])([F:24])[F:23])[CH2:18][C:17]([C:10]3[C:11]4[C:16](=[CH:15][CH:14]=[CH:13][CH:12]=4)[C:7]([CH2:6][NH2:35])=[CH:8][CH:9]=3)=[N:21][CH2:20]2)[CH:27]=[C:28]([Cl:33])[CH:29]=1

Participants

6

Reactant 3

HCID 222AmmoniaHCID 962WaterHCID 58092094HCID 58092094, compound

Product 1

HCID 58092075HCID 58092075, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

{4-[3-(3,5-dichlorophenyl)-3-(trifluoromethyl)-3,4-dihydro-2H-pyrrol-5-yl]naphthalen-1-yl}methyl methanesulfonate (0.7 g) was dissolved in a mixed solvent of THF (20 ml) and methanol (20 ml), and aqueous ammonia solution (28%, 20 ml) was added thereto. The mixture was stirred for 12 hour, and then added water. The mixture was extracted with ethyl acetate, and the organic layer was dried over magnesium sulfate. After filtering the reaction mixture, the solvent was distilled off under reduced pressure, to obtain the desired compound as crude product (0.48 g).

Workup

  1. additionwas added
  2. extractionThe mixture was extracted with ethyl acetate
  3. dry with materialthe organic layer was dried over magnesium sulfate
  4. filtrationAfter filtering the reaction mixture
  5. distillationthe solvent was distilled off under reduced pressure

Sources & evidence

ORD record
ord-8f47211f862445cd9a01b381a5aaf978
Source dataset
uspto-grants-2012_11
Patent number
US08304371B2

Reaction notes

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