Hydrochloric Acid → HCID 58413207, compound

HRID 240615Notes

Reaction equation

HRID 240615 reaction equation
C[O:2][C:3]([C:5]1[S:32][C:8]2[N:9]=[CH:10][N:11]=[C:12]([NH:13][C:14]3[CH:19]=[CH:18][C:17]([F:20])=[CH:16][C:15]=3[O:21][C@H:22]3[CH2:27][CH2:26][CH2:25][N:24]([S:28]([CH3:31])(=[O:30])=[O:29])[CH2:23]3)[C:7]=2[C:6]=1[CH3:33])=[O:4].[OH-].[Li+].Cl>C1COCC1.O>[F:20][C:17]1[CH:18]=[CH:19][C:14]([NH:13][C:12]2[C:7]3[C:6]([CH3:33])=[C:5]([C:3]([OH:4])=[O:2])[S:32][C:8]=3[N:9]=[CH:10][N:11]=2)=[C:15]([O:21][C@H:22]2[CH2:27][CH2:26][CH2:25][N:24]([S:28]([CH3:31])(=[O:30])=[O:29])[CH2:23]2)[CH:16]=1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 3939Lithium HydroxideHCID 58413141HCID 58413141, compound

Product 1

HCID 58413207HCID 58413207, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolvent2×HCID 8028TetrahydrofuranSolvent

Procedure

4-[4-Fluoro-2-((S)-1-methanesulfonyl-piperidin-3-yloxy)-phenylamino]-5-methyl-thieno[2,3-d]pyrimidine-6-carboxylic acid methyl ester (130 mg) was dissolved in THF (3 ml) and a solution of lithium hydroxide* H2O (60 mg) in water (3 ml) was added. The mixture was stirred for 4 h. HCl (2M) was added to adjusted to pH 5 and the volatile solvent partially removed until crystallization occurred. The solid was collected by filtration. The filter cake was washed with water and was dried to give the desired product.

Workup

  1. customthe volatile solvent partially removed until crystallization
  2. filtrationThe solid was collected by filtration
  3. washThe filter cake was washed with water
  4. customwas dried

Sources & evidence

ORD record
ord-8c831527f6824befbea196cd77bd0023
Source dataset
uspto-grants-2014_02
Patent number
US08648068B2

Reaction notes

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