Potassium Hydroxide → HCID 68644436, compound

HRID 1158777Notes

Reaction equation

HRID 1158777 reaction equation
[C:1]1([C:7]2[C:12]([C:13]([O:15]CC)=[O:14])=[CH:11][N:10]=[C:9]([NH:18][CH2:19][C:20]3[S:21][CH:22]=[CH:23][CH:24]=3)[N:8]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[OH-].[K+]>C(O)C.O>[C:1]1([C:7]2[C:12]([C:13]([OH:15])=[O:14])=[CH:11][N:10]=[C:9]([NH:18][CH2:19][C:20]3[S:21][CH:22]=[CH:23][CH:24]=3)[N:8]=2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

5

Reactant 2

HCID 14797Potassium HydroxideHCID 68644759HCID 68644759, compound

Product 1

HCID 68644436HCID 68644436, compoundYield 97.6%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

Ethyl 4-phenyl-2-[(thiophen-2-ylmethyl)amino]pyrimidine-5-carboxylate (1.70 g, 5 mmol) was dissolved in ethanol (10 ml). To the solution potassium hydroxide (0.56 g, 10 mmol) dissolved in 10 ml of water was added and the mixture was refluxed for 3 hours. The solvent was distilled off in vacuum, the residue was dissolved in water (35 ml), acidified to pH=3 with 10% hydrochloric acid. The precipitated white crystals were filtered off, washed with water (2×20 ml) and dried. 1.52 g (92%) of the title acid was obtained, m.p.: 212-213° C.; [M+H]+ 312.

Workup

  1. additionwas added
  2. temperaturethe mixture was refluxed for 3 hours
  3. distillationThe solvent was distilled off in vacuum
  4. dissolutionthe residue was dissolved in water (35 ml)
  5. filtrationThe precipitated white crystals were filtered off
  6. washwashed with water (2×20 ml)
  7. customdried

Sources & evidence

ORD record
ord-6f6474a1c1a74f0ab5d473f4b113666d
Source dataset
uspto-grants-2010_10
Patent number
US07812031B2

Reaction notes

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