Sodium ethoxide → 2-Chloro-4-ethoxy-9-methyl-7-phenyl-pyrido[3',2':4,5]furo[3,2-d]pyrimidine

HRID 556419Notes

Reaction equation

HRID 556419 reaction equation
[Cl:1][C:2]1[N:3]=[C:4](Cl)[C:5]2[O:10][C:9]3[N:11]=[C:12]([C:16]4[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=4)[CH:13]=[C:14]([CH3:15])[C:8]=3[C:6]=2[N:7]=1.[CH3:23][CH2:24][O-:25].[Na+]>C(O)C>[Cl:1][C:2]1[N:3]=[C:4]([O:25][CH2:24][CH3:23])[C:5]2[O:10][C:9]3[N:11]=[C:12]([C:16]4[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=4)[CH:13]=[C:14]([CH3:15])[C:8]=3[C:6]=2[N:7]=1

Participants

4

Reactant 2

HCID 2723922Sodium ethoxideHCID 597550892,4-Dichloro-9-methyl-7-phenyl-pyrido[3',2':4,5]furo-[3,2-d]pyrimidine

Product 1

HCID 231092842-Chloro-4-ethoxy-9-methyl-7-phenyl-pyrido[3',2':4,5]furo[3,2-d]pyrimidineYield 46.1%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

0.2 g (0.6 mmol) 2,4-dichloro-9-methyl-7-phenyl-pyrido[3′,2′:4,5]furo-[3,2-d]pyrimidine and 0.12 g (1.8 mmol) sodium ethylate are added by stirring into 50 ml absolute ethanol at room temperature for 24 h. Then, the precipitate is sucked off, washed with about 40 ml water and dried. Following flash chromatography, 94 mg (46%) 2-chloro-4-ethoxy-9-methyl-7-phenyl-pyrido[3′,2′:4,5]furo[3,2-d]pyrimidine is obtained.

Workup

  1. washwashed with about 40 ml water
  2. customdried

Sources & evidence

ORD record
ord-486e218715d646f683e1c05cd518a7ab
Source dataset
uspto-grants-2011_11
Patent number
US08058285B2

Reaction notes

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