Tert-Butylamine → HCID 62148617, compound

HRID 2036799Notes

Reaction equation

HRID 2036799 reaction equation
[NH2:1][C:2]1[C:7]([S:8](Cl)(=[O:10])=[O:9])=[CH:6][C:5]([Br:12])=[CH:4][N:3]=1.[C:13]([NH2:17])([CH3:16])([CH3:15])[CH3:14]>C1COCC1>[NH2:1][C:2]1[C:7]([S:8]([NH:17][C:13]([CH3:16])([CH3:15])[CH3:14])(=[O:10])=[O:9])=[CH:6][C:5]([Br:12])=[CH:4][N:3]=1

Participants

4

Reactant 2

HCID 6385Tert-ButylamineHCID 533020262-Amino-5-bromopyridine-3-sulfonyl chloride

Product 1

HCID 62148617HCID 62148617, compoundYield 49.6%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

2-amino-5-bromopyridine-3-sulfonyl chloride (15 g, 55 mmol) was dissolved in THF (125 mL) and at 0° C. t-butylamine (6.5 g, 111 mmol) was added and the reaction mixture was stirred at RT for 2 h. The reaction mixture was concentrated under reduced pressure to yield 2-amino-5-bromo-N-tert-butylpyridine-3-sulfonamide (8.4 g, 49%), which was used without further purification. LCMS Method Y: retention time 1.70 min, [M−1]=306.0.

Workup

  1. additionwas added
  2. concentrationThe reaction mixture was concentrated under reduced pressure

Sources & evidence

ORD record
ord-069e1b13056a498e9e2da4ef370079ec
Source dataset
uspto-grants-2013_11
Patent number
US08575184B2

Reaction notes

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