Sodium hydride → HCID 57213101, compound

HRID 2393064Notes

Reaction equation

HRID 2393064 reaction equation
[H-].[Na+].[CH2:3]([C:7]1[N:12]=[C:11]([N:13]=[CH:14][N:15]([CH3:17])[CH3:16])[NH:10][C:9](=[O:18])[C:8]=1[CH2:19][C:20]1[CH:25]=[CH:24][C:23]([C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][C:27]=2[C:32]([O:34][CH3:35])=[O:33])=[CH:22][CH:21]=1)[CH2:4][CH2:5][CH3:6]>C1COCC1>[CH2:3]([C:7]1[N:12]=[C:11]([N:13]=[CH:14][N:15]([CH3:17])[CH3:16])[N:10]([CH2:27][C:32]([O:34][CH3:35])=[O:33])[C:9](=[O:18])[C:8]=1[CH2:19][C:20]1[CH:21]=[CH:22][C:23]([C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][C:27]=2[C:32]([O:34][CH3:35])=[O:33])=[CH:24][CH:25]=1)[CH2:4][CH2:5][CH3:6]

Participants

4

Reactant 2

HCID 24758Sodium hydrideHCID 136351322HCID 136351322, compound

Product 1

HCID 57213101HCID 57213101, compoundYield 158.4%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A suspension of 7 mg of 80% NaH in 1 ml of anhydrous THF is added with a solution of 0.1 g of 6-butyl-2-dimethylaminomethylenamino-5-[(2'-methoxycarbonylbiphenyl-4-yl)methyl]pyrimidin-4-one under nitrogen atmosphere and with magnetic stirring. When bubbling is over, the yellow clear solution is added with 21 μl of methyl bromoacetate and, after 30', the solvent is evaporated off under reduced pressure. The residue is purified by FC (eluent CH2Cl2 --CH3OH 99:1), to obtain 92 mg of a yellow oil (84% yield).

Workup

  1. customWhen bubbling
  2. additionis added with 21 μl of methyl bromoacetate
  3. customafter 30', the solvent is evaporated off under reduced pressure
  4. customThe residue is purified by FC (eluent CH2Cl2 --CH3OH 99:1)

Sources & evidence

ORD record
ord-d32ad9d8afd94acd8a450e0083f29e17
Source dataset
uspto-grants-1998_09
Patent number
US05804583

Reaction notes

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