Ammonium Hydroxide → HCID 58056093, compound

HRID 1773610Notes

Reaction equation

HRID 1773610 reaction equation
[OH-].[NH4+:2].C[O:4][C:5]([C:7]1[C:11]2[N:12]=[CH:13][N:14]=[CH:15][C:10]=2[S:9][CH:8]=1)=O>O1CCOCC1>[N:12]1[C:11]2[C:7]([C:5]([NH2:2])=[O:4])=[CH:8][S:9][C:10]=2[CH:15]=[N:14][CH:13]=1

Participants

4

Reactant 2

HCID 14923Ammonium HydroxideHCID 58056214HCID 58056214, compound

Product 1

HCID 58056093HCID 58056093, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Conditions

Temperature
100 °C

Procedure

Ammonium hydroxide (concentrated, 2 mL) was added to a solution of thieno[3,2-d]pyrimidine-7-carboxylic acid methyl ester (40 mg) in 1,4-dioxane (2 mL) and the resulting mixture was heated in a sealed tube at 100° C. overnight. The reaction mixture was then cooled and extracted with ethyl acetate. The combined organic extracts were dried over anhydrous sodium sulfate, filtered and evaporated under reduced pressure. The crude residue was purified by flash chromatography (DCM/MeOH, 95/5) to give 12 mg of thieno[3,2-d]pyrimidine-7-carboxylic acid amide as a light brown solid. MS=180 [M+H]+.

Workup

  1. temperatureThe reaction mixture was then cooled
  2. extractionextracted with ethyl acetate
  3. dry with materialThe combined organic extracts were dried over anhydrous sodium sulfate
  4. filtrationfiltered
  5. customevaporated under reduced pressure
  6. customThe crude residue was purified by flash chromatography (DCM/MeOH, 95/5)

Sources & evidence

ORD record
ord-34cd4052fab346e4a830cac1a17d7891
Source dataset
uspto-grants-2016_02
Patent number
US09255110B2

Reaction notes

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