Sodium Methoxide → HCID 18316937, compound

HRID 276109Notes

Reaction equation

HRID 276109 reaction equation
CC1C=CC(S(O[N:12]=[C:13]([C:15]2[CH:16]=[N:17][CH:18]=[CH:19][CH:20]=2)[CH3:14])(=O)=O)=CC=1.C[O-].[Na+]>CO>[N:12]1[CH2:14][C:13]=1[C:15]1[CH:16]=[N:17][CH:18]=[CH:19][CH:20]=1

Participants

4

Reactant 2

HCID 10942334Sodium MethoxideHCID 85394088HCID 85394088, compound

Product 1

HCID 18316937HCID 18316937, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

The process of claim 5 wherein 1-(3-pyridinyl)-ethanone-O-[(4-methylphenyl)-sulfonyl]-oxime is reacted with methanol and sodium methylate to form 3-(2H-azirin-3-yl)-pyridine, reacting the latter without isolating it with oxalic acid to obtain β,β-dimethyloxy-3-pyridine-ethanamine, reacting the latter without isolating it with formamide to obtain N-[β,β-dimethoxy-2-(3-pyridinyl)-ethyl]-formamide and subjecting the latter without isolating it to cyclization by heating to obtain a compound of formula I.

Sources & evidence

ORD record
ord-0b402cc8473c4c75a54207e34f901bb7
Source dataset
uspto-grants-2002_03
Patent number
US06353108B1

Reaction notes

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