Hydrochloric Acid → HCID 58421800, compound

HRID 406097Notes

Reaction equation

HRID 406097 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:9]2[C:10]3[C:17]([CH3:18])=[C:16]([C:19]([O:21]C)=[O:20])[S:15][C:11]=3[N:12]=[CH:13][N:14]=2)=[C:4]([O:23][CH:24]2[CH2:28][CH2:27][CH:26]([OH:29])[CH2:25]2)[CH:3]=1.Cl>CO.C1COCC1.[OH-].[Na+]>[F:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:9]2[C:10]3[C:17]([CH3:18])=[C:16]([C:19]([OH:21])=[O:20])[S:15][C:11]=3[N:12]=[CH:13][N:14]=2)=[C:4]([O:23][CH:24]2[CH2:28][CH2:27][CH:26]([OH:29])[CH2:25]2)[CH:3]=1

Participants

6

Reactant 2

HCID 313Hydrochloric AcidHCID 58421732HCID 58421732, compound

Product 1

HCID 58421800HCID 58421800, compound

Reagents, catalysts & solvents 3

HCID 887MethanolSolventHCID 8028TetrahydrofuranSolventHCID 14798Sodium HydroxideSolvent

Procedure

Methyl 4-(4-fluoro-2-(3-hydroxycyclopentyloxy)phenylamino)-5-methylthieno[2,3-d]pyrimidine-6-carboxylate (150 mg) in methanol (2.0 ml), THF (2.0 ml) and 2M aq. sodium hydroxid (0.9 ml) was stirred at reflux for 40 min. After addition of 2 M aq. HCl (8.0 ml) the reaction mixture was concentrated in vacuo. The aqueous layer was filtered and washed with water. The crude was re-evaporated from EtOH to give the desired product.

Workup

  1. temperatureat reflux for 40 min
  2. concentrationwas concentrated in vacuo
  3. filtrationThe aqueous layer was filtered
  4. washwashed with water
  5. customThe crude was re-evaporated from EtOH

Sources & evidence

ORD record
ord-90fc0a2f5fa94f9092ad639e01edfc57
Source dataset
uspto-grants-2014_06
Patent number
US08754079B2

Reaction notes

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