Ethanol → HCID 178440334, compound

HRID 2278860Notes

Reaction equation

HRID 2278860 reaction equation
O=[C:2]([CH2:7][CH2:8][CH3:9])[C:3]([O:5]C)=O.[F:10][C:11]1[CH:30]=[CH:29][CH:28]=[CH:27][C:12]=1[CH2:13][N:14]1[C:18]2=[N:19][CH:20]=N[CH:22]=[C:17]2[C:16]([C:23](=[NH:26])[NH:24][NH2:25])=[N:15]1.[CH2:31](O)C>>[F:10][C:11]1[CH:30]=[CH:29][CH:28]=[CH:27][C:12]=1[CH2:13][N:14]1[C:18]2=[N:19][CH:20]=[CH:31][CH:22]=[C:17]2[C:16]([C:23]2[N:24]=[N:25][C:2]([CH2:7][CH2:8][CH3:9])=[C:3]([OH:5])[N:26]=2)=[N:15]1

Participants

4

Reactant 3

HCID 702Ethanol2×HCID 642256Methyl 2-OxovalerateHCID 178512736HCID 178512736, compound

Product 1

HCID 178440334HCID 178440334, compound

Procedure

0.916 g (7.035 mmol) of methyl 2-oxopentanoate 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 1.75 g of the target compound (purity 92%; 63% 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-00eec5bf659c4cf48ab0c61a2325d3a0
Source dataset
uspto-grants-2015_09
Patent number
US09133191B2

Reaction notes

Loading…