Potassium Hydroxide → HCID 21109082, compound

HRID 1766101Notes

Reaction equation

HRID 1766101 reaction equation
[OH-].[K+].[NH2:3][C:4]1[C:12]2[C:11]([C:13]3[CH:18]=[CH:17][CH:16]=[C:15]([NH2:19])[CH:14]=3)=[N:10][C:9]([C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)=[N:8][C:7]=2[S:6][C:5]=1[C:26]([O:28]CC)=[O:27]>O1CCOCC1.O>[NH2:3][C:4]1[C:12]2[C:11]([C:13]3[CH:18]=[CH:17][CH:16]=[C:15]([NH2:19])[CH:14]=3)=[N:10][C:9]([C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)=[N:8][C:7]=2[S:6][C:5]=1[C:26]([OH:28])=[O:27]

Participants

5

Reactant 2

HCID 14797Potassium HydroxideHCID 21109099HCID 21109099, compound

Product 1

HCID 21109082HCID 21109082, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 312751,4-DioxaneSolvent

Conditions

Temperature
0 °C

Procedure

Potassium hydroxide (20.0 g) was added to a solution of ethyl 5-amino-4-(3-aminophenyl)-2-phenyl-thieno[2,3-d]pyrimidine-6-carboxylate (example 31(e), 17.0 g) in a mixture of 1,4-dioxane (210 ml) and water (80 ml). After 16 h at 90° C., the mixture was cooled to 0° C. The resulting precipitate was filtered off, suspended in water (300 ml) and cooled to 0° C. The mixture was acidified to pH 3 by adding 2N aq. citric acid and stirred at 0° C. up to room temperature for 2 h. The resulting precipitate was filtered off, washed with water and dried in vacuo at 40° C.

Workup

  1. filtrationThe resulting precipitate was filtered off
  2. temperaturecooled to 0° C
  3. additionby adding 2N aq. citric acid
  4. filtrationThe resulting precipitate was filtered off
  5. washwashed with water
  6. customdried in vacuo at 40° C.

Sources & evidence

ORD record
ord-6eb5b8a941a249789a0fa4ed92b207d2
Source dataset
uspto-grants-2007_06
Patent number
US07229990B2

Reaction notes

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