2-Amino-2-methyl-1,3-propanediol → 5-Bromo-6-chloro-N-(1,3-dihydroxy-2-methylpropan-2-yl)pyridine-3-sulfonamide

HRID 268939

Reaction equation

HRID 268939 reaction equation
[Br:1][C:2]1[C:3]([Cl:12])=[N:4][CH:5]=[C:6]([S:8](Cl)(=[O:10])=[O:9])[CH:7]=1.[NH2:13][C:14]([CH3:19])([CH2:17][OH:18])[CH2:15][OH:16]>>[OH:16][CH2:15][C:14]([NH:13][S:8]([C:6]1[CH:5]=[N:4][C:3]([Cl:12])=[C:2]([Br:1])[CH:7]=1)(=[O:10])=[O:9])([CH2:17][OH:18])[CH3:19]

Participants

3

Reactant 2

HCID 15312-Amino-2-methyl-1,3-propanediolHCID 27936265-Bromo-6-chloropyridine-3-sulfonyl chloride

Product 1

HCID 866079925-Bromo-6-chloro-N-(1,3-dihydroxy-2-methylpropan-2-yl)pyridine-3-sulfonamideYield 83.4%

Procedure

Prepared by general procedure III from 3-bromo-2-chloropyridine-5-sulphonylchloride (580 mg, 2 mmol) and 2-amino-2-methyl-1,3-propanediol (231 mg, 2 mmol) to give 5-Bromo-6-chloro-pyridine-3-sulfonic acid (2-hydroxy-1-hydroxymethyl-1-methyl-ethyl)-amide (600 mg, 83%) as a yellow solid. MS (ISN) 357[(M−H)−], 359.0[(M+2−H)−], 361.0[(M+4−H)−].

Sources & evidence

ORD record
ord-d0223da97e17441db149941e841a1899
Source dataset
uspto-grants-2008_11
Patent number
US07446113B2

Linked notes

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