Sodium Hydroxide → HCID 16665310, compound

HRID 219650Notes

Reaction equation

HRID 219650 reaction equation
C([O:3][C:4]([C:6]1[S:10][C:9]([NH:11][C:12]([C:14]2[CH:15]=[N:16][C:17]([C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)=[N:18][CH:19]=2)=[O:13])=[N:8][C:7]=1[CH3:26])=[O:5])C.[OH-].[Na+]>C1COCC1>[CH3:26][C:7]1[N:8]=[C:9]([NH:11][C:12]([C:14]2[CH:15]=[N:16][C:17]([C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)=[N:18][CH:19]=2)=[O:13])[S:10][C:6]=1[C:4]([OH:5])=[O:3]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 16665308HCID 16665308, compound

Product 1

HCID 16665310HCID 16665310, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
60 °C

Procedure

A mixture of 4-methyl-2-[(2-phenyl-pyrimidin-5-carbonyl)-amino]-thiazole-5-carboxylic acid ethyl ester (0.15 mmol) and 10% aqueous NaOH solution (4 mL) in THF (10 mL) is stirred at 60° C. for 18 hours. THF is evaporated and the residue is acidified with 5% hydrochloric acid to pH ˜2.0-2.5. The precipitate is filtered and dried to afford 4-methyl-2-[(2-phenyl-pyrimidin-5-carbonyl)-amino]-thiazole-5-carboxylic acid as a solid. MS: 341 (M+H).

Workup

  1. customTHF is evaporated
  2. filtrationThe precipitate is filtered
  3. customdried

Sources & evidence

ORD record
ord-892ac612bb4f4113bcef656de1bd4340
Source dataset
uspto-grants-2012_06
Patent number
US08202863B2

Reaction notes

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