Lithium Hydroxide → HCID 68425488, compound

HRID 1818929Notes

Reaction equation

HRID 1818929 reaction equation
C[O:2][C:3]([C:5]1[S:13][C:12]2[C:11]([NH:14][CH2:15][CH2:16][C:17]3[CH:22]=[CH:21][C:20]([NH:23][C:24](=[O:35])[C:25]4[CH:30]=[CH:29][CH:28]=[C:27]([C:31]([F:34])([F:33])[F:32])[CH:26]=4)=[CH:19][CH:18]=3)=[N:10][CH:9]=[N:8][C:7]=2[CH:6]=1)=[O:4].[Li+].[OH-]>C1COCC1>[F:33][C:31]([F:32])([F:34])[C:27]1[CH:26]=[C:25]([CH:30]=[CH:29][CH:28]=1)[C:24]([NH:23][C:20]1[CH:19]=[CH:18][C:17]([CH2:16][CH2:15][NH:14][C:11]2[C:12]3[S:13][C:5]([C:3]([OH:4])=[O:2])=[CH:6][C:7]=3[N:8]=[CH:9][N:10]=2)=[CH:22][CH:21]=1)=[O:35]

Participants

4

Reactant 2

HCID 3939Lithium HydroxideHCID 68424803HCID 68424803, compound

Product 1

HCID 68425488HCID 68425488, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
70 °C

Procedure

To a solution of compound 26.1 (0.72 mmol) in THF (5.0 mL) was added aqueous 1.0 M LiOH (6.0 equivalents). The reaction mixture was stirred at 70° C. until all of the starting material was consumed. The reaction was cooled, neutralized with 10% HCl and concentrated to dryness under reduced pressure to provide 4-{2-[4-(3-trifluoromethyl-benzoylamino)-phenyl]-ethylamino}-thieno[3,2-d]pyrimidine-6-carboxylic acid (compound 26.2).

Workup

  1. customwas consumed
  2. temperatureThe reaction was cooled
  3. concentrationconcentrated to dryness under reduced pressure

Sources & evidence

ORD record
ord-a93ba8913c7848eaaf91e8fe5b9c5286
Source dataset
uspto-grants-2009_10
Patent number
US07601725B2

Reaction notes

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