Ethanol → HCID 178437953, compound

HRID 2278862Notes

Reaction equation

HRID 2278862 reaction equation
O=[C:2]([CH2:7][CH3:8])[C:3](OC)=[O:4].[F:9][C:10]1[CH:29]=[CH:28][CH:27]=[CH:26][C:11]=1[CH2:12][N:13]1[C:17]2=[N:18][CH:19]=N[CH:21]=[C:16]2[C:15]([C:22](=[NH:25])[NH:23][NH2:24])=[N:14]1.[CH2:30](O)C>>[CH2:7]([C:2]1[N:24]=[N:23][C:22]([C:15]2[C:16]3[C:17](=[N:18][CH:19]=[CH:30][CH:21]=3)[N:13]([CH2:12][C:11]3[CH:26]=[CH:27][CH:28]=[CH:29][C:10]=3[F:9])[N:14]=2)=[N:25][C:3]=1[OH:4])[CH3:8]

Participants

4

Reactant 3

HCID 702Ethanol2×HCID 5451272-Ketobutyric acid methyl esterHCID 178512736HCID 178512736, compound

Product 1

HCID 178437953HCID 178437953, compound

Procedure

0.817 g (7.035 mmol) of methyl 2-oxobutanoate in 15 ml of ethanol were initially introduced and heated to reflux. Then, 2.000 g (7.035 mmol) of 1-(2-fluorobenzyl)-1H-pyrazolo[3,4-d]pyrimidine-3-carboximidohydrazide suspended in 20 ml of ethanol were added and the mixture was heated under reflux overnight. After cooling, the mixture was filtered off with suction, and the filtercake was washed with a little ethanol and dried under high vacuum. This gave 1.83 g of the target compound (74% of theory).

Workup

  1. temperatureheated to reflux
  2. additionwere added
  3. temperaturethe mixture was heated
  4. temperatureunder reflux overnight
  5. temperatureAfter cooling
  6. filtrationthe mixture was filtered off with suction
  7. washthe filtercake was washed with a little ethanol
  8. customdried under high vacuum

Sources & evidence

ORD record
ord-824de4876e494052afc8bb081d5010a6
Source dataset
uspto-grants-2015_09
Patent number
US09133191B2

Reaction notes

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