Water → 1-methyl-2-((3R)-3-methyl-morpholin-4-yl)-2'-phenyl-1H-[4,4']bipyrimidinyl-6-one

HRID 1045676Notes

Reaction equation

HRID 1045676 reaction equation
Cl[C:2]1[N:3]([CH3:21])[C:4](=[O:20])[CH:5]=[C:6]([C:8]2[CH:13]=[CH:12][N:11]=[C:10]([C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=3)[N:9]=2)[N:7]=1.Cl.[CH3:23][C@@H:24]1[CH2:29][O:28][CH2:27][CH2:26][NH:25]1.C(N(C(C)C)CC)(C)C.O>CN(C)C=O>[CH3:21][N:3]1[C:4](=[O:20])[CH:5]=[C:6]([C:8]2[CH:13]=[CH:12][N:11]=[C:10]([C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=3)[N:9]=2)[N:7]=[C:2]1[N:25]1[CH2:26][CH2:27][O:28][CH2:29][C@H:24]1[CH3:23]

Participants

6

Reactant 4

HCID 962WaterHCID 81531DiisopropylethylamineHCID 57356922(3R)-3-Methylmorpholine hydrochlorideHCID 57870036HCID 57870036, compound

Product 1

HCID 578700631-methyl-2-((3R)-3-methyl-morpholin-4-yl)-2'-phenyl-1H-[4,4']bipyrimidinyl-6-oneYield 89.2%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A solution of 2-chloro-1-methyl-2′-phenyl-1H-[4,4′]bipyrimidinyl-6-one (149 mg, 0.50 mmol), (3R)-3-Methyl-morpholine hydrochloride (83 mg, 0.82 mmol), and diisopropylethylamine (0.313 ml, 1.8 mmol) in N,N-dimethylformamide (2.0 ml) was stirred at 80° C. Water was added to the solution and the precipitate was filtered, washed with water and diethyl ether, and dried to afford 1-methyl-2-((3R)-3-methyl-morpholin-4-yl)-2′-phenyl-1H-[4,4′]bipyrimidinyl-6-one (162 mg, quant.).

Workup

  1. filtrationthe precipitate was filtered
  2. washwashed with water and diethyl ether
  3. customdried

Sources & evidence

ORD record
ord-85382146a57a4d258700569d4a989e02
Source dataset
uspto-grants-2013_10
Patent number
US08569294B2

Reaction notes

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