Ethylamine → HCID 53353481, compound

HRID 710578Notes

Reaction equation

HRID 710578 reaction equation
[F:1][C:2]1[C:3]([NH:24][S:25]([CH2:28][CH2:29][CH3:30])(=[O:27])=[O:26])=[N:4][CH:5]=[C:6]([F:23])[C:7]=1[NH:8][C:9]1[C:14]([C:15]2[CH:20]=[C:19](SC)[N:18]=[CH:17][N:16]=2)=[N:13][CH:12]=[CH:11][N:10]=1.[CH2:31]([NH2:33])[CH3:32]>CC(O)C>[CH2:31]([NH:33][C:19]1[N:18]=[CH:17][N:16]=[C:15]([C:14]2[C:9]([NH:8][C:7]3[C:6]([F:23])=[CH:5][N:4]=[C:3]([NH:24][S:25]([CH2:28][CH2:29][CH3:30])(=[O:27])=[O:26])[C:2]=3[F:1])=[N:10][CH:11]=[CH:12][N:13]=2)[CH:20]=1)[CH3:32]

Participants

4

Reactant 2

HCID 6341EthylamineHCID 67367052HCID 67367052, compound

Product 1

HCID 53353481HCID 53353481, compound

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Conditions

Temperature
120 °C

Procedure

A stirred mixture of N-(3,5-difluoro-4-(3-(6-(methylthio)pyrimidin-4-yl)pyrazin-2-ylamino)pyridin-2-yl)propane-1-sulfonamide (70 mg, 0.15 mmol), ethylamine (70% solution in water, 3 mL) and 2-propanol (3 mL) was heated with stirring at 120° C. for 16 h. The reaction mixture was cooled to rt and concentrated. The residue was chromatographed on silica gel (10-50% ethyl acetate in hexanes eluant) to provide the title compound.

Workup

  1. temperaturewas heated
  2. temperatureThe reaction mixture was cooled to rt
  3. concentrationconcentrated
  4. customThe residue was chromatographed on silica gel (10-50% ethyl acetate in hexanes eluant)

Sources & evidence

ORD record
ord-e10f2ee67b804037a690630046998a20
Source dataset
uspto-grants-2015_11
Patent number
US09181238B2

Reaction notes

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