Dimethylformamide → HCID 18796830, compound

HRID 1003406Notes

Reaction equation

HRID 1003406 reaction equation
Cl[C:2]1[C:7]([C:8]#N)=[CH:6][C:5]([O:10][CH3:11])=[CH:4][N:3]=1.[C:12]([O:16][CH3:17])(=[O:15])[CH2:13][SH:14].CC([O-])(C)C.[K+].C1COCC1.C[N:30](C=O)C>>[NH2:30][C:13]1([C:12]([O:16][CH3:17])=[O:15])[S:14][C:2]2=[N:3][CH:4]=[C:5]([O:10][CH3:11])[CH:6]=[C:7]2[CH2:8]1

Participants

5

Reactant 4

HCID 6228DimethylformamideHCID 16907Methyl ThioglycolateHCID 128520192-Chloro-5-MethoxynicotinonitrileHCID 66863523KOtBu THF

Product 1

HCID 18796830HCID 18796830, compoundYield 71%

Procedure

To 2chloro-3-cyano-5-methoxypyridine (0.53 g) and methyl thioglycolate (280 μL) ini DMF (10 mL) at 5° C. was added a 1 0M solution of KOtBu/THF (3.8 mL). The reaction was stirred 20 min at 5° then 2 h at RT, quenched in sat'd NH4Cl, the solid precipitate was collected, washed with water and dried to give 0.53 g (71%) of the title compound.

Workup

  1. custom2 h at RT, quenched in sat'd NH4Cl
  2. customthe solid precipitate was collected
  3. washwashed with water
  4. customdried

Sources & evidence

ORD record
ord-772354e4ae4e47508034b38d83c0b244
Source dataset
uspto-grants-2000_04
Patent number
US06046207

Reaction notes

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