Water → HCID 136333958, compound

HRID 1022987Notes

Reaction equation

HRID 1022987 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-aa1212b29b9a4e6f99a821c62bb6ade4
Source dataset
uspto-grants-2014_05
Patent number
US08722660B2

Reaction notes

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