Dimethylamine → HCID 22899422, compound

HRID 409506

Reaction equation

HRID 409506 reaction equation
[Cl:1][C:2]1[N:7]=[C:6]([Cl:8])[C:5]([C:9](Cl)=[O:10])=[CH:4][N:3]=1.[NH:12]([CH3:14])[CH3:13].CCN(CC)CC.O>C(Cl)Cl>[CH3:13][N:12]([CH3:14])[C:9]([C:5]1[C:6]([Cl:8])=[N:7][C:2]([Cl:1])=[N:3][CH:4]=1)=[O:10]

Participants

6

Reactant 4

HCID 674DimethylamineHCID 962WaterHCID 8471TriethylamineHCID 137841122,4-Dichloropyrimidine-5-carbonyl chloride

Product 1

HCID 22899422HCID 22899422, compoundYield 158.8%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 2,4-dichloro-pyrimidine-5-carbonyl chloride (197.7 mg, 0.94 mmol) in CH2Cl2 (9.4 mL) at RT is added Me2NH (2.0 M THF solution, 390 μL, 0.78 mmol) and Et3N (108.6 μL, 0.78 mmol) at 0° C. The reaction mixture is stirred overnight at RT. After adding water, the mixture is extracted with CH2Cl2. The organic layer is dried and concentration under reduce pressure give 2,4-dichloro-pyrimidine-5-carboxylic acid dimethylamide (272.5 mg, quant). ESI-MS m/z: 221 [M+1]+, Retention time 1.94 min (condition B).

Workup

  1. extractionthe mixture is extracted with CH2Cl2
  2. customThe organic layer is dried
  3. concentrationconcentration

Sources & evidence

ORD record
ord-856aba5aff5341e091ab4f4ba329994d
Source dataset
uspto-grants-2014_06
Patent number
US08759365B2

Linked notes

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