Methanesulfonic Acid → HCID 178505260, compound

HRID 1748623Notes

Reaction equation

HRID 1748623 reaction equation
[CH3:1][S:2]([OH:5])(=[O:4])=[O:3].[CH3:6][C:7]1[N:11]([C:12]2[CH:17]=[CH:16][C:15]([C:18]([F:21])([F:20])[F:19])=[CH:14][N:13]=2)[N:10]=[CH:9][C:8]=1[C:22]([NH:24][C:25]1[CH:26]=[N:27][C:28]([C@H:31]2[CH2:36][CH2:35][C@H:34]([N:37]3[CH2:42][CH2:41][O:40][CH2:39][CH2:38]3)[CH2:33][CH2:32]2)=[CH:29][CH:30]=1)=[O:23]>O1CCCC1.C(O)C>[S:2]([OH:5])(=[O:4])(=[O:3])[CH3:1].[CH3:6][C:7]1[N:11]([C:12]2[CH:17]=[CH:16][C:15]([C:18]([F:20])([F:21])[F:19])=[CH:14][N:13]=2)[N:10]=[CH:9][C:8]=1[C:22]([NH:24][C:25]1[CH:26]=[N:27][C:28]([C@H:31]2[CH2:32][CH2:33][C@H:34]([N:37]3[CH2:38][CH2:39][O:40][CH2:41][CH2:42]3)[CH2:35][CH2:36]2)=[CH:29][CH:30]=1)=[O:23]

Participants

5

Reactant 2

HCID 6395Methanesulfonic AcidHCID 178429259HCID 178429259, compound

Product 1

HCID 178505260HCID 178505260, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

Methanesulfonic acid (46 μl) was added at room temperature to a solution of trans-5-methyl-N-{6-[4-(morpholin-4-yl)cyclohexyl]pyridin-3-yl}-1-[5-(trifluoromethyl)pyridin-2-yl]-1H-pyrazole-4-carboxamide (329 mg) in tetrahydrofuran (12 ml) and ethanol (6.0 ml), and stirred at the same temperature for five hours. After the reaction, the solvent was evaporated, ethyl acetate was added to the resulting residue and the precipitated solid was filtered to give the titled compound (389 mg) as a white solid.

Workup

  1. customAfter the reaction
  2. customthe solvent was evaporated
  3. additionethyl acetate was added to the resulting residue
  4. filtrationthe precipitated solid was filtered

Sources & evidence

ORD record
ord-bb33b53008c74bcfb8ed54dd516b568e
Source dataset
uspto-grants-2015_10
Patent number
US09150555B2

Reaction notes

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