Methylamine → HCID 86674501, compound

HRID 2042808Notes

Reaction equation

HRID 2042808 reaction equation
[CH3:1][NH2:2].[CH3:3][O:4][C:5](=[O:21])[C:6]1[CH:11]=[C:10]([N+:12]([O-:14])=[O:13])[C:9](Cl)=[N:8][C:7]=1[O:16][CH2:17][CH:18]([F:20])[F:19]>C1COCC1>[CH3:3][O:4][C:5](=[O:21])[C:6]1[CH:11]=[C:10]([N+:12]([O-:14])=[O:13])[C:9]([NH:2][CH3:1])=[N:8][C:7]=1[O:16][CH2:17][CH:18]([F:20])[F:19]

Participants

4

Reactant 2

HCID 6329MethylamineHCID 86669290HCID 86669290, compound

Product 1

HCID 86674501HCID 86674501, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Methylamine (2 M in THF; 32.0 mL, 64.0 mmol) is added at 10° C. to 6-chloro-2-(2,2-difluoro-ethoxy)-5-nitro-nicotinic acid methyl ester (9.1 g, 30.7 mmol) in THF (50 mL). After 1 h at rt the reaction mixture is concentrated, treated with water and filtered. The filtercake is washed with water and dried to give the sub-title compound.

Workup

  1. concentrationAfter 1 h at rt the reaction mixture is concentrated
  2. additiontreated with water
  3. filtrationfiltered
  4. washThe filtercake is washed with water
  5. customdried

Sources & evidence

ORD record
ord-35dad638b6824fd2a5c47b5d9eb59c03
Source dataset
uspto-grants-2013_11
Patent number
US08586604B2

Reaction notes

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