Hexane → HCID 67355830, compound

HRID 2092596Notes

Reaction equation

HRID 2092596 reaction equation
[NH2:1][C:2]1[CH:3]=[CH:4][C:5]([CH3:20])=[C:6]([N:8]2[CH2:19][CH2:18][C:11]3[N:12]=[C:13]([NH:16][CH3:17])[N:14]=[CH:15][C:10]=3[CH2:9]2)[CH:7]=1.[N:21]([C:24]1[CH:29]=[CH:28][CH:27]=[C:26]([C:30]([F:33])([F:32])[F:31])[CH:25]=1)=[C:22]=[O:23].CCCCCC>C1COCC1.O>[CH3:20][C:5]1[CH:4]=[CH:3][C:2]([NH:1][C:22]([NH:21][C:24]2[CH:29]=[CH:28][CH:27]=[C:26]([C:30]([F:31])([F:32])[F:33])[CH:25]=2)=[O:23])=[CH:7][C:6]=1[N:8]1[CH2:19][CH2:18][C:11]2[N:12]=[C:13]([NH:16][CH3:17])[N:14]=[CH:15][C:10]=2[CH2:9]1

Participants

6

Reactant 3

HCID 8058HexaneHCID 94833-(Trifluoromethyl)phenyl isocyanateHCID 67328523HCID 67328523, compound

Product 1

HCID 67355830HCID 67355830, compoundYield 65.7%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

To a clear stirred solution of [6-(5-Amino-2-methyl-phenyl)-5,6,7,8-tetrahydro-pyrido[4,3-d]pyrimidin-2-yl]-methyl-amine (75 mg, 0.278 mmol) in the THF (1.5 ml) was added 1-Isocyanato-3-trifluoromethylbenzene (57.3 mg, 0.306 mmol) all at once, and the reaction mixture was allowed to stirred for 3 hours at room temperature. After 3 hours, the reaction mixture was diluted with water, extracted with ethyl acetate. The organic layer was given a brine wash, dried over sodium sulphate and concentrated to dryness to get sticky mass which was given a hexane wash to get 83.4 mg of 1-[4-Methyl-3-(2-methylamino-7,8-dihydro-5H-pyrido[4,3-d]pyrimidin-6-yl)-phenyl]-3-(3-trifluoromethyl-phenyl)-urea [43] [Yield 65.6%] as light brown colored solid.

Workup

  1. waitAfter 3 hours
  2. extractionextracted with ethyl acetate
  3. washwash
  4. dry with materialdried over sodium sulphate
  5. concentrationconcentrated to dryness
  6. customto get sticky mass which
  7. washwash

Sources & evidence

ORD record
ord-3856b60b9ddb4cfead28cf2f09138349
Source dataset
uspto-grants-2013_05
Patent number
US08440679B2

Reaction notes

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