Dimethylamine → HCID 67430488, compound

HRID 1660761Notes

Reaction equation

HRID 1660761 reaction equation
Br[C:2]1[S:3][C:4]([C:11]2[C:12]([CH3:26])=[N:13][N:14]3[C:19](C(CC)CC)=[CH:18][C:17]([CH3:25])=[N:16][C:15]=23)=[C:5]([C:7]([F:10])([F:9])[F:8])[N:6]=1.[CH3:27][NH:28][CH3:29]>CO>[CH2:5]([CH:4]([C:15]1[N:14]2[N:13]=[C:12]([CH3:26])[C:11]([C:4]3[S:3][C:2]([N:28]([CH3:29])[CH3:27])=[N:6][C:5]=3[C:7]([F:8])([F:10])[F:9])=[C:19]2[CH:18]=[C:17]([CH3:25])[N:16]=1)[CH2:11][CH3:15])[CH3:7]

Participants

4

Reactant 2

HCID 674DimethylamineHCID 67429934HCID 67429934, compound

Product 1

HCID 67430488HCID 67430488, compoundYield 194.4%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Heat a sealed tube containing 3-(2-bromo-4-trifluoromethyl-thiazol-5-yl)-7-(1-ethyl-propyl)-2,5-dimethyl-pyrazolo[1,5-a]pyrimidine (313 mg, 0.7 mmol), and dimethyl amine (2 M in THF, 4 mL, 8 mmol) in methanol (4 mL) to 80° C. for 2 h. Cool the reaction and concentrate under vacuum. Purify the resulting residue by silica gel chromatography, eluting with 0-30% ethyl acetate in CH2Cl2, to give the title compound (0.28 g, 97%). HR-ToF-MS m/z calcd for C19H24F3N5S+H+ 412.1770, found: 412.1783.

Workup

  1. temperatureHeat a sealed tube
  2. temperatureCool
  3. customthe reaction
  4. concentrationconcentrate under vacuum
  5. customPurify the resulting residue by silica gel chromatography
  6. washeluting with 0-30% ethyl acetate in CH2Cl2

Sources & evidence

ORD record
ord-9f3b5fc4826f46c4bf902d6a4359561c
Source dataset
uspto-grants-2011_10
Patent number
US08030304B2

Reaction notes

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