Lithium Hydroxide → HCID 42634389, compound

HRID 1408479Notes

Reaction equation

HRID 1408479 reaction equation
[F:1][C:2]([F:25])([F:24])[O:3][C:4]1[CH:9]=[CH:8][C:7]([NH:10][C:11]2[C:12]3[CH:19]=[C:18]([C:20]([O:22]C)=[O:21])[S:17][C:13]=3[N:14]=[CH:15][N:16]=2)=[CH:6][CH:5]=1.[Li+].[OH-]>C1COCC1.O>[F:25][C:2]([F:1])([F:24])[O:3][C:4]1[CH:5]=[CH:6][C:7]([NH:10][C:11]2[C:12]3[CH:19]=[C:18]([C:20]([OH:22])=[O:21])[S:17][C:13]=3[N:14]=[CH:15][N:16]=2)=[CH:8][CH:9]=1

Participants

5

Reactant 2

HCID 3939Lithium HydroxideHCID 42634730HCID 42634730, compound

Product 1

HCID 42634389HCID 42634389, compoundYield 75%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Conditions

Temperature
60 °C

Procedure

A mixture of methyl 4-(4-(trifluoromethoxy)phenylamino)thieno[2,3-d]pyrimidine-6-carboxylate (152 mg, 0.43 mmol), LiOH (25.5 mg, 1.07 mmol) was dissolved in THF (4 ml) and H2O (1 mL). The mixture was stirred at 60° C. for 3 h. Acidified with acetic acid resulted brown solid which was collected by filtration. It was then dried in vacuo and used for the next step without any further purification (115 mg, 75% Yield). MS m/z 356.1 (M+1)

Workup

  1. filtrationAcidified with acetic acid resulted brown solid which was collected by filtration
  2. customIt was then dried in vacuo
  3. customused for the next step without any further purification (115 mg, 75% Yield)

Sources & evidence

ORD record
ord-0832ea8c40b34fb4917195884ebc884c
Source dataset
uspto-grants-2014_12
Patent number
US08921336B2

Reaction notes

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