Water → 2-[2,2-Dimethyl-6-(4-Fluorophenyl)morpholin-4-yl]-3-methyl-6-pyridin-4-yl-3H-pyrimidin-4-one

HRID 32304Notes

Reaction equation

HRID 32304 reaction equation
Cl.[CH3:2][C:3]1([CH3:16])[O:8][CH:7]([C:9]2[CH:14]=[CH:13][C:12]([F:15])=[CH:11][CH:10]=2)[CH2:6][NH:5][CH2:4]1.Cl[C:18]1[N:23]([CH3:24])[C:22](=[O:25])[CH:21]=[C:20]([C:26]2[CH:31]=[CH:30][N:29]=[CH:28][CH:27]=2)[N:19]=1.C(N(CC)CC)C.O>CN(C)C=O>[CH3:2][C:3]1([CH3:16])[O:8][CH:7]([C:9]2[CH:14]=[CH:13][C:12]([F:15])=[CH:11][CH:10]=2)[CH2:6][N:5]([C:18]2[N:23]([CH3:24])[C:22](=[O:25])[CH:21]=[C:20]([C:26]3[CH:27]=[CH:28][N:29]=[CH:30][CH:31]=3)[N:19]=2)[CH2:4]1

Participants

6

Reactant 4

HCID 962WaterHCID 8471TriethylamineHCID 112760814(3H)-Pyrimidinone, 2-chloro-3-methyl-6-(4-pyridinyl)-HCID 688833732,2-Dimethyl-6-(4-fluorophenyl)morpholine hydrochloride

Product 1

HCID 600017962-[2,2-Dimethyl-6-(4-Fluorophenyl)morpholin-4-yl]-3-methyl-6-pyridin-4-yl-3H-pyrimidin-4-oneYield 85.7%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A solution of 2,2-dimethyl-6-(4-fluorophenyl)morpholine hydrochloride (127 mg, 0.517 mmol), 2-chloro-3-methyl-6-(4-pyridyl)-pyrimidine-4-one (109 mg, 0.491 mmol) and triethylamine (0.180 ml, 1.29 mmol) in N,N-dimethylformamide (2 ml) was stirred at room temperature. After stirring for several hours, water was added to the reaction mixture. The precipitate was filtered, washed with water and dried to give the title compound (166 mg, 81%).

Workup

  1. filtrationThe precipitate was filtered
  2. washwashed with water
  3. customdried

Sources & evidence

ORD record
ord-e0e475faa70b4ac49a3f05319e13d0f4
Source dataset
uspto-grants-2008_09
Patent number
US07427615B2

Reaction notes

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