Hydrochloric Acid → HCID 58421684, compound

HRID 406116Notes

Reaction equation

HRID 406116 reaction equation
C[O:2][C:3]([C:5]1[S:35][C:8]2[N:9]=[CH:10][N:11]=[C:12]([NH:13][C:14]3[C:15]([O:20][CH:21]4[CH2:26][CH2:25][CH:24]([NH:27][C:28]([O:30][C:31]([CH3:34])([CH3:33])[CH3:32])=[O:29])[CH2:23][CH2:22]4)=[N:16][CH:17]=[CH:18][CH:19]=3)[C:7]=2[C:6]=1[CH3:36])=[O:4].[OH-].[Na+].[OH-].[Li+].Cl>CO>[C:31]([O:30][C:28]([NH:27][CH:24]1[CH2:25][CH2:26][CH:21]([O:20][C:15]2[C:14]([NH:13][C:12]3[C:7]4[C:6]([CH3:36])=[C:5]([C:3]([OH:4])=[O:2])[S:35][C:8]=4[N:9]=[CH:10][N:11]=3)=[CH:19][CH:18]=[CH:17][N:16]=2)[CH2:22][CH2:23]1)=[O:29])([CH3:34])([CH3:32])[CH3:33]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 3939Lithium HydroxideHCID 14798Sodium HydroxideHCID 58421617HCID 58421617, compound

Product 1

HCID 58421684HCID 58421684, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
80 °C

Procedure

A mixture of 7 g 4-[2-(4-tert-butoxycarbonylamino-cyclohexyloxy)-pyridin-3-ylamino]-5-methyl-thieno[2,3-d]pyrimidine-6-carboxylic acid methyl ester and 4M sodium hydroxide solution (60 ml) and 500 mg lithium hydroxide in 60 ml MeOH was stirred at 80° C. for 5 hours. To the reaction mixture were added 65.2 ml 4M hydrochloric acid and the mixture was concentrated afterwards. The residue was triturated with water. The solid was isolated by filtration, washed with water and dried in a desiccator.

Workup

  1. concentrationthe mixture was concentrated afterwards
  2. customThe residue was triturated with water
  3. customThe solid was isolated by filtration
  4. washwashed with water
  5. customdried in a desiccator

Sources & evidence

ORD record
ord-ad8c97ba6d554d088c04cdb27f83bbbd
Source dataset
uspto-grants-2014_06
Patent number
US08754079B2

Reaction notes

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