Hydrochloric Acid → HCID 178429621, compound

HRID 406113Notes

Reaction equation

HRID 406113 reaction equation
C[O:2][C:3]([C:5]1[S:28][C:8]2[N:9]=[CH:10][N:11]=[C:12]([NH:13][C:14]3[C:15]([O:20][C@H:21]4[CH2:26][CH2:25][C@H:24]([OH:27])[CH2:23][CH2:22]4)=[N:16][CH:17]=[CH:18][CH:19]=3)[C:7]=2[C:6]=1[CH3:29])=[O:4].[OH-].[Li+].C1COCC1.Cl>O.CO>[OH:27][C@H:24]1[CH2:25][CH2:26][C@H:21]([O:20][C:15]2[C:14]([NH:13][C:12]3[C:7]4[C:6]([CH3:29])=[C:5]([C:3]([OH:4])=[O:2])[S:28][C:8]=4[N:9]=[CH:10][N:11]=3)=[CH:19][CH:18]=[CH:17][N:16]=2)[CH2:22][CH2:23]1

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 3939Lithium HydroxideHCID 8028TetrahydrofuranHCID 178499248HCID 178499248, compound

Product 1

HCID 178429621HCID 178429621, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

A reaction mixture of 1.541 g 4-[2-(trans-4-hydroxy-cyclohexyloxy)-pyridine-3-ylamino]-5-methyl-thieno[2,3-d]pyrimidine-6-carboxylic acid methylester, 2.00 g lithium hydroxide, 13.3 ml THF, 13.3 ml MeOH and 13.3 ml water was stirred at rt overnight. Then the mixture was acidified by addition of hydrochloric acid and extracted with DCM. The organic phase was dried, filtered and the filtrate was concentrated.

Workup

  1. extractionextracted with DCM
  2. customThe organic phase was dried
  3. filtrationfiltered
  4. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-13ec53c8c03b4b70bc7c1c1b86a4e158
Source dataset
uspto-grants-2014_06
Patent number
US08754079B2

Reaction notes

Loading…