Dimethylformamide → HCID 56947691, compound

HRID 1429720Notes

Reaction equation

HRID 1429720 reaction equation
Cl[C:2]1[N:3]([CH2:28][CH2:29][CH3:30])[C:4](=[O:27])[C:5]2[NH:6][C:7]([C:11]3[CH:12]=[N:13][N:14]([CH2:16][C:17]4[CH:22]=[CH:21][CH:20]=[C:19]([C:23]([F:26])([F:25])[F:24])[CH:18]=4)[CH:15]=3)=[N:8][C:9]=2[N:10]=1.CN(C=O)C.[C:36]([O:42][CH2:43]Cl)(=[O:41])[C:37]([CH3:40])([CH3:39])[CH3:38]>>[O:27]=[C:4]1[N:3]([CH2:28][CH2:29][CH3:30])[CH:2]=[N:10][C:9]2[N:8]=[C:7]([C:11]3[CH:12]=[N:13][N:14]([CH2:16][C:17]4[CH:22]=[CH:21][CH:20]=[C:19]([C:23]([F:26])([F:25])[F:24])[CH:18]=4)[CH:15]=3)[N:6]([CH2:43][O:42][C:36](=[O:41])[C:37]([CH3:40])([CH3:39])[CH3:38])[C:5]1=2

Participants

4

Reactant 3

HCID 6228DimethylformamideHCID 87885Chloromethyl pivalateHCID 668032942-Chloro-1-propyl-8-[1-(3-trifluoromethyl-benzyl)-1H-pyrazol-4-yl]-1,7-dihydro-purin-6-one

Product 1

HCID 56947691HCID 56947691, compound

Conditions

Temperature
50 °C

Procedure

To a solution of 2-Chloro-1-propyl-8-[1-(3-trifluoromethyl-benzyl)-1H-pyrazol-4-yl]-1,7-dihydro-purin-6-one (0.35 gm, 0.87 mmol) in DMF (5 ml) K2CO3 (0.360 gm, 2.59 mmol) was added under nitrogen atmosphere. To this reaction mixture Chloromethyl pivalate (0.395 gm, 2.62 mmol) was added at room temperature. It was stirred at 50° C. for 24 hrs. Reaction mixture was filtered and DMF was evaporated. Residue obtained was purified by LCMS to obtain above two isomers, Example 5 and Example 6.

Workup

  1. customReaction mixture
  2. filtrationwas filtered
  3. customDMF was evaporated
  4. customResidue obtained
  5. customwas purified by LCMS
  6. customto obtain above two isomers, Example 5 and Example 6

Sources & evidence

ORD record
ord-824215e0a8fd4e529e31cc42581efb56
Source dataset
uspto-grants-2015_01
Patent number
US08940751B2

Reaction notes

Loading…