Methylamine hydrochloride → HCID 10174842, compound

HRID 916950Notes

Reaction equation

HRID 916950 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([CH:31]=[CH:32][C:33]=1[F:34])[CH2:5][O:6][C:7]1[C:12]([C:13](Cl)=[O:14])=[CH:11][C:10]([C:16]2[CH:21]=[CH:20][C:19]([Cl:22])=[CH:18][CH:17]=2)=[C:9]([C:23]2[CH:28]=[CH:27][C:26]([Cl:29])=[CH:25][C:24]=2[Cl:30])[N:8]=1.Cl.[CH3:36][NH2:37]>C(Cl)Cl>[CH3:36][NH:37][C:13]([C:12]1[C:7]([O:6][CH2:5][C:4]2[CH:31]=[CH:32][C:33]([F:34])=[C:2]([F:1])[CH:3]=2)=[N:8][C:9]([C:23]2[CH:28]=[CH:27][C:26]([Cl:29])=[CH:25][C:24]=2[Cl:30])=[C:10]([C:16]2[CH:21]=[CH:20][C:19]([Cl:22])=[CH:18][CH:17]=2)[CH:11]=1)=[O:14]

Participants

4

Reactant 2

HCID 6364545Methylamine hydrochlorideHCID 86600272HCID 86600272, compound

Product 1

HCID 10174842HCID 10174842, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a portion of the methylene chloride (1 mL) solution of 2-(3,4-difluorobenzyloxy)-6-(2,4-dichlorophenyl)-5-(4-chlorophenyl)pyridine-3-carbonyl chloride (0.044 mmol) was added methylamine hydrochloride (6 mg, 0.088 mmol) and TEA (0.018 mL, 0.13 mmol). The reaction was stirred at rt for 16 h and was then evaporated. The residue was purified by preparative TLC eluted with 25% ethyl acetate in hexanes to yield N-(methyl)-2-(3,4-difluorobenzyloxy)-6-(2,4-dichlorophenyl)-5-(4-chlorophenyl)pyridine-3carboxamide. HPLC/MS: 533 (M+1), 535 (M+3); Rt=4.77 min

Workup

  1. customwas then evaporated
  2. customThe residue was purified by preparative TLC
  3. washeluted with 25% ethyl acetate in hexanes

Sources & evidence

ORD record
ord-e177da423d1248c3b23b4b670a479348
Source dataset
uspto-grants-2007_09
Patent number
US07271266B2

Reaction notes

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