Hydrochloric Acid → HCID 58421745, compound

HRID 406074Notes

Reaction equation

HRID 406074 reaction equation
[OH-].[Na+].C[O:4][C:5]([C:7]1[S:32][C:10]2[N:11]=[CH:12][N:13]=[C:14]([NH:15][C:16]3[CH:21]=[CH:20][C:19]([F:22])=[CH:18][C:17]=3[O:23][C@H:24]3[CH2:29][CH2:28][CH2:27][CH2:26][C@@H:25]3[O:30][CH3:31])[C:9]=2[C:8]=1[CH3:33])=[O:6].Cl>CO.C1COCC1>[F:22][C:19]1[CH:20]=[CH:21][C:16]([NH:15][C:14]2[C:9]3[C:8]([CH3:33])=[C:7]([C:5]([OH:6])=[O:4])[S:32][C:10]=3[N:11]=[CH:12][N:13]=2)=[C:17]([O:23][C@H:24]2[CH2:29][CH2:28][CH2:27][CH2:26][C@@H:25]2[O:30][CH3:31])[CH:18]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 58421653HCID 58421653, compound

Product 1

HCID 58421745HCID 58421745, compound

Reagents, catalysts & solvents 1

HCID 21899815MeOH tetrahydrofuranSolvent

Procedure

7 ml sodium hydroxide solution (2M) were added to a mixture of 1.270 g 4-[4-fluoro-2-((1S,2S)-2-methoxy-cyclohexyloxy)-phenylamino]-5-methyl-thieno[2,3-d]pyrimidine-6-carboxylic acid methyl ester (cpd. 42.1) in 10 ml MeOH/THF (1:1). The reaction mixture was stirred at reflux for 15 minutes, then cooled and acidified with 2 M aq. HCl. The solvent was removed in vacuo, the residue suspended in water, filtered and dried.

Workup

  1. temperatureat reflux for 15 minutes
  2. temperaturecooled
  3. customThe solvent was removed in vacuo
  4. filtrationfiltered
  5. customdried

Sources & evidence

ORD record
ord-9c715bfa544e4230a272a6ed52f43963
Source dataset
uspto-grants-2014_06
Patent number
US08754079B2

Reaction notes

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