Citric Acid → HCID 67382198, compound

HRID 406118Notes

Reaction equation

HRID 406118 reaction equation
C[O:2][C:3]([C:5]1[S:30][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][CH:22]3[CH2:29][CH:25]4[O:26][CH2:27][O:28][CH:24]4[CH2:23]3)[C:7]=2[C:6]=1[CH3:31])=[O:4].[OH-].[Li+].C(O)(=O)CC(CC(O)=O)(C(O)=O)O>C1COCC1>[F:20][C:17]1[CH:18]=[CH:19][C:14]([NH:13][C:12]2[C:7]3[C:6]([CH3:31])=[C:5]([C:3]([OH:4])=[O:2])[S:30][C:8]=3[N:9]=[CH:10][N:11]=2)=[C:15]([O:21][CH:22]2[CH2:23][CH:24]3[O:28][CH2:27][O:26][CH:25]3[CH2:29]2)[CH:16]=1

Participants

5

Reactant 3

HCID 311Citric AcidHCID 3939Lithium HydroxideHCID 67382489HCID 67382489, compound

Product 1

HCID 67382198HCID 67382198, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A reaction mixture of 2.1 g 4-[4-fluoro-2-(tetrahydro-cyclopenta[1,3]dioxol-5-yloxy)phenylamino]-5-methyl-thieno[2,3-d]pyrimidine-6-carboxylic acid methyl ester and 0.56 g lithium hydroxide in 150 ml THF was stirred at rt overnight. Then the mixture was acidified by addition of 10% citric acid, concentrated and filtered. The solid was dried in vacuo at 60° C.

Workup

  1. concentrationconcentrated
  2. filtrationfiltered
  3. customThe solid was dried in vacuo at 60° C.

Sources & evidence

ORD record
ord-fc2a89f24e6f44e4a22a5f50008844ff
Source dataset
uspto-grants-2014_06
Patent number
US08754079B2

Reaction notes

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