Morpholine → HCID 68456312, compound

HRID 2353058Notes

Reaction equation

HRID 2353058 reaction equation
[NH:1]1[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1.Cl[C:8]1[CH:13]=[C:12]([N:14]2[CH2:19][C@@H:18]([CH3:20])[O:17][C@@H:16]([CH3:21])[CH2:15]2)[N:11]=[C:10]([N:22]2[C:26]3[CH:27]=[CH:28][CH:29]=[C:30]([O:31][CH3:32])[C:25]=3[N:24]=[C:23]2[CH:33]([F:35])[F:34])[N:9]=1>O>[F:34][CH:33]([F:35])[C:23]1[N:22]([C:10]2[N:11]=[C:12]([N:14]3[CH2:19][C@@H:18]([CH3:20])[O:17][C@@H:16]([CH3:21])[CH2:15]3)[CH:13]=[C:8]([N:1]3[CH2:6][CH2:5][O:4][CH2:3][CH2:2]3)[N:9]=2)[C:26]2[CH:27]=[CH:28][CH:29]=[C:30]([O:31][CH3:32])[C:25]=2[N:24]=1

Participants

4

Reactant 2

HCID 8083MorpholineHCID 86620090HCID 86620090, compound

Product 1

HCID 68456312HCID 68456312, compoundYield 86%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
80 °C

Procedure

Morpholine (275 ml, 3.15 mol) was added to 4-chloro-2-(2-difluoromethyl-4-methoxybenzimidazol-1-yl)-6-(cis-2,6-dimethylmorpholino)pyrimidine (14.4 g, 34 mmol) thus obtained, and stirred at room temperature for 30 minutes and further at 80° C. for 30 minutes. Water was added to the reaction solution, and the precipitated crystals were filtered, and washed well successively with hexane, ether and ethyl acetate, then air-dried to afford 2-(2-difluoromethyl-4-methoxybenzimidazol-1-yl)-4-(cis-2,6-dimethylmorpholino)-6-morpholinopyrimidine (13.7 g, yield 86%).

Workup

  1. customthus obtained
  2. filtrationthe precipitated crystals were filtered
  3. washwashed well successively with hexane, ether and ethyl acetate
  4. customair-dried

Sources & evidence

ORD record
ord-07bac461c5ea4f4cada4807269ea53a5
Source dataset
uspto-grants-2010_07
Patent number
US07750001B2

Reaction notes

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