3-Ethyl-6-methylpyridin-2-amine → 4-((3,5-dimethylisoxazol-4-yl)-methoxy)-N-(3-ethyl-6-methylpyridin-2-yl)benzenesulfonamide

HRID 594134Notes

Reaction equation

HRID 594134 reaction equation
[CH2:1]([C:3]1[C:4]([NH2:10])=[N:5][C:6]([CH3:9])=[CH:7][CH:8]=1)[CH3:2].[CH3:11][C:12]1[C:16]([CH2:17][O:18][C:19]2[CH:24]=[CH:23][C:22]([S:25](Cl)(=[O:27])=[O:26])=[CH:21][CH:20]=2)=[C:15]([CH3:29])[O:14][N:13]=1>>[CH3:11][C:12]1[C:16]([CH2:17][O:18][C:19]2[CH:20]=[CH:21][C:22]([S:25]([NH:10][C:4]3[C:3]([CH2:1][CH3:2])=[CH:8][CH:7]=[C:6]([CH3:9])[N:5]=3)(=[O:27])=[O:26])=[CH:23][CH:24]=2)=[C:15]([CH3:29])[O:14][N:13]=1

Participants

3

Reactant 2

HCID 30163113-Ethyl-6-methylpyridin-2-amineHCID 164907024-((3,5-Dimethylisoxazol-4-yl)methoxy)benzene-1-sulfonyl chloride

Product 1

HCID 898760474-((3,5-dimethylisoxazol-4-yl)-methoxy)-N-(3-ethyl-6-methylpyridin-2-yl)benzenesulfonamideYield 58.2%

Procedure

The title compound (70.1 mg) was prepared from 3-ethyl-6-methylpyridin-2-amine (0.091 g, 0.3 mmol) and 4-((3,5-dimethylisoxazol-4-yl)methoxy)benzene-1-sulfonyl chloride (0.136 g, 0.45 mmol), following the procedure described for Intermediate 54. LCMS (2 min, formic) Rt 1.02 min, m/z (ES+) 402 (M+H).

Workup

  1. customLCMS (2 min, formic) Rt 1.02 min, m/z (ES+) 402 (M+H)

Sources & evidence

ORD record
ord-ddbb762fe560468cb24f203d5f37aa08
Source dataset
uspto-grants-2016_01
Patent number
US09242972B2

Reaction notes

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