Fumaric Acid → HCID 118023976, compound

HRID 2171819Notes

Reaction equation

HRID 2171819 reaction equation
[CH3:1][C:2]1([CH3:25])[CH2:7][CH2:6][CH:5]([C:8]2[S:9][C:10]3[N:11]=[C:12]([CH3:24])[N:13]=[C:14]([CH2:17][N:18]4[CH2:22][CH2:21][C@H:20]([OH:23])[CH2:19]4)[C:15]=3[N:16]=2)[CH2:4][CH2:3]1.[C:26]([OH:33])(=[O:32])/[CH:27]=[CH:28]/[C:29]([OH:31])=[O:30]>CCO>[C:26]([OH:33])(=[O:32])/[CH:27]=[CH:28]/[C:29]([OH:31])=[O:30].[CH3:1][C:2]1([CH3:25])[CH2:3][CH2:4][CH:5]([C:8]2[S:9][C:10]3[N:11]=[C:12]([CH3:24])[N:13]=[C:14]([CH2:17][N:18]4[CH2:22][CH2:21][C@H:20]([OH:23])[CH2:19]4)[C:15]=3[N:16]=2)[CH2:6][CH2:7]1

Participants

4

Reactant 2

HCID 444972Fumaric AcidHCID 118023950HCID 118023950, compound

Product 1

HCID 118023976HCID 118023976, compoundYield 83.9%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

(3S)-1-{[2-(4,4-Dimethylcyclohexyl)-5-methyl[1,3]thiazolo[5,4-d]pyrimidin-7-yl]methyl}pyrrolidin-3-ol (73 mg) was dissolved in EtOH (3 mL), and fumaric acid (24 mg) was added thereto, followed by concentration under reduced pressure. To the residue was added IPE, followed by stirring at room temperature. The precipitate was collected by filtration to obtain (3S)-1-{[2-(4,4-dimethylcyclohexyl)-5-methyl[1,3]thiazolo[5,4-d]pyrimidin-7-yl]methyl}pyrrolidin-3-ol fumarate (81 mg).

Workup

  1. concentrationfollowed by concentration under reduced pressure
  2. additionTo the residue was added IPE
  3. filtrationThe precipitate was collected by filtration

Sources & evidence

ORD record
ord-375a9153f76f4be3b79bd71073248e06
Source dataset
uspto-grants-2015_06
Patent number
US09051339B2

Reaction notes

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