Triethylamine → HCID 20267949, compound

HRID 1719244Notes

Reaction equation

HRID 1719244 reaction equation
[CH3:1][S:2][C:3]1[N:8]=[C:7]([CH3:9])[C:6]([CH2:10][O:11][CH2:12]Cl)=[CH:5][N:4]=1.Cl.[Cl:15][C:16]1[CH:17]=[N:18][C:19](=[O:22])[NH:20][CH:21]=1.C(N(CC)CC)C>ClCCl>[CH3:1][S:2][C:3]1[N:8]=[C:7]([CH3:9])[C:6]([CH2:10][O:11][CH2:12][N:20]2[CH:21]=[C:16]([Cl:15])[CH:17]=[N:18][C:19]2=[O:22])=[CH:5][N:4]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 126485235-Chloropyrimidin-2-ol hydrochlorideHCID 202679405-[(Chloromethoxy)methyl]-4-methyl-2-(methylsulfanyl)pyrimidine

Product 1

HCID 20267949HCID 20267949, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

2-Methylthio-4-methyl-5-(chloromethyloxymethyl)pyrimidine (see Preparation 11) (2.7 mmol) in dichloromethane (5 ml) was added dropwise with stirring at room temperature to a solution of 5-chloropyrimidin-2-one hydrochloride (2.7 mmol) and triethylamine in dichloromethane (0.76 ml). The mixture was stirred for 24 hours at room temperature before the solvent was distilled off. The residue was triturated with water, extracted into chloroform and the dried (MgSO4) solution evaporated. yield 0.55 g (65%). 1H NMR (CDCl3): δ2.42 (4-Me), 2.55 (SMe), 4.65 (CH2Pyr), 5.32 (CH2O), 7.80 and 8.42 (H-4, H-6, J 3 Hz), 8.20 (H-6').

Workup

  1. distillationwas distilled off
  2. customThe residue was triturated with water
  3. extractionextracted into chloroform
  4. dry with materialthe dried (MgSO4) solution
  5. customevaporated

Sources & evidence

ORD record
ord-7f9e2a72fd784b12b8c6742cf18ca2ba
Source dataset
uspto-grants-1985_09
Patent number
US04539324

Reaction notes

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