4-Chloro-2-methylpyridine → HCID 23509779, compound

HRID 988653Notes

Reaction equation

HRID 988653 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([NH:8][C:9](=[O:24])[C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=2[NH:16][CH2:17][CH:18]2[CH2:23][CH2:22][NH:21][CH2:20][CH2:19]2)=[N:6][CH:7]=1.Cl[C:26]1[CH:31]=[CH:30][N:29]=[C:28]([CH3:32])[CH:27]=1>C(O)C>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([NH:8][C:9](=[O:24])[C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=2[NH:16][CH2:17][CH:18]2[CH2:19][CH2:20][N:21]([C:26]3[CH:31]=[CH:30][N:29]=[C:28]([CH3:32])[CH:27]=3)[CH2:22][CH2:23]2)=[N:6][CH:7]=1

Participants

4

Reactant 2

HCID 5813924-Chloro-2-methylpyridineHCID 21906555HCID 21906555, compound

Product 1

HCID 23509779HCID 23509779, compoundYield 66%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of N-(5-chloropyridin-2-yl)-2-(piperidin-4-ylmethylamino)benzamide (0.130 g, 0.38 mmol) in ethanol (10 mL) was added 4-chloro-2-picoline (0.1 mL). The reaction mixture was heated in a sealed tube for 24 hours. The reaction mixture was concentrated and the residue was purified by RPHPLC. The pure product containing fractions were combined and lyophilized to give 155 mg (66%) of a tan powder.

Workup

  1. temperatureThe reaction mixture was heated in a sealed tube for 24 hours
  2. concentrationThe reaction mixture was concentrated
  3. customthe residue was purified by RPHPLC
  4. additionThe pure product containing fractions

Sources & evidence

ORD record
ord-c1e72f1eb2464da690c7c68047e8ab91
Source dataset
uspto-grants-2003_10
Patent number
US06635657B1

Reaction notes

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