Water → HCID 136333958, compound

HRID 1409092Notes

Reaction equation

HRID 1409092 reaction equation
[ClH:1].Cl.[CH3:3][C:4]1[NH:8][N:7]=[CH:6][C:5]=1[C:9]1[S:17][C:16]2[C:15](=[O:18])[NH:14][C:13]([C@@H:19]3[CH2:24][CH:23]=[CH:22][CH2:21][NH:20]3)=[N:12][C:11]=2[CH:10]=1.O>C(O)C>[ClH:1].[CH3:3][C:4]1[NH:8][N:7]=[CH:6][C:5]=1[C:9]1[S:17][C:16]2[C:15](=[O:18])[NH:14][C:13]([C@@H:19]3[CH2:24][CH:23]=[CH:22][CH2:21][NH:20]3)=[N:12][C:11]=2[CH:10]=1

Participants

4

Reactant 2

HCID 962WaterHCID 136333959HCID 136333959, compound

Product 1

HCID 136333958HCID 136333958, compoundYield 53.3%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
90 °C

Procedure

6-(5-Methyl-1H-pyrazol-4-yl)-2-[(2S)-1,2,3,6-tetrahydropyridin-2-yl]thieno[3,2-d]pyrimidin-4(3H)-one dihydrochloride (350 mg) produced in Example 145, step C, was suspended in ethanol (12 mL), and the mixture was stirred with heating at 90° C. Water (1.6 mL) was added to give a solution, and the solution was allowed to cool to room temperature. The mixture was concentrated under reduced pressure, methanol (8 mL) was added to the residue, and the mixture was stirred with heating at 65° C. Water (0.8 mL) was added, and the mixture was allowed to cool to room temperature. The precipitate was collected by filtration to give the title compound (169 mg) as a white solid.

Workup

  1. customto give a solution
  2. temperatureto cool to room temperature
  3. concentrationThe mixture was concentrated under reduced pressure, methanol (8 mL)
  4. additionwas added to the residue
  5. stirringthe mixture was stirred
  6. temperaturewith heating at 65° C
  7. additionWater (0.8 mL) was added
  8. temperatureto cool to room temperature
  9. filtrationThe precipitate was collected by filtration

Sources & evidence

ORD record
ord-78c27b37afe348c6b0a75693f9673912
Source dataset
uspto-grants-2014_12
Patent number
US08921354B2

Reaction notes

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