2-tert-Butyl-1,1,3,3-tetramethylguanidine → 4-((3,5-dimethylisoxazol-4-yl)-methoxy)-N-isobutyl-N-(5-isopropylpyridin-2-yl)benzenesulfonamide

HRID 594147

Reaction equation

HRID 594147 reaction equation
[CH3:1][C:2]1[C:6]([CH2:7][O:8][C:9]2[CH:14]=[CH:13][C:12]([S:15]([NH:18][C:19]3[CH:24]=[CH:23][C:22]([CH:25]([CH3:27])[CH3:26])=[CH:21][N:20]=3)(=[O:17])=[O:16])=[CH:11][CH:10]=2)=[C:5]([CH3:28])[O:4][N:3]=1.[C:29](N=C(N(C)C)N(C)C)([CH3:32])([CH3:31])[CH3:30]>C(#N)C>[CH3:1][C:2]1[C:6]([CH2:7][O:8][C:9]2[CH:10]=[CH:11][C:12]([S:15]([N:18]([CH2:30][CH:29]([CH3:32])[CH3:31])[C:19]3[CH:24]=[CH:23][C:22]([CH:25]([CH3:26])[CH3:27])=[CH:21][N:20]=3)(=[O:17])=[O:16])=[CH:13][CH:14]=2)=[C:5]([CH3:28])[O:4][N:3]=1

Participants

4

Reactant 2

HCID 35715812-tert-Butyl-1,1,3,3-tetramethylguanidineHCID 898760154-((3,5-dimethylisoxazol-4-yl)methoxy)-N-(5-isopropylpyridin-2-yl)benzenesulfonamide

Product 1

HCID 717686274-((3,5-dimethylisoxazol-4-yl)-methoxy)-N-isobutyl-N-(5-isopropylpyridin-2-yl)benzenesulfonamideYield 17.1%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

The title compound (7.6 mg) was prepared from 4-((3,5-dimethylisoxazol-4-yl)methoxy)-N-(5-isopropylpyridin-2-yl)benzenesulfonamide (39 mg, 0.097 mmol) and 2-(tert-butyl)-1,1,3,3-tetramethylguanidine (0.020 mL, 0.097 mmol) in acetonitrile (2 mL), following the procedure described for Example 1. LCMS (2 min, formic) Rt 1.37 min, m/z (ES+) 458 (M+H).

Workup

  1. customLCMS (2 min, formic) Rt 1.37 min, m/z (ES+) 458 (M+H)

Sources & evidence

ORD record
ord-3ed7b01455ab436cb4ec550d6e4d9c08
Source dataset
uspto-grants-2016_01
Patent number
US09242972B2

Linked notes

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