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

HRID 558491Notes

Reaction equation

HRID 558491 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([S:8](Cl)(=[O:10])=[O:9])[CH:5]=[N:6][CH:7]=1.[NH2:12][C:13]([CH3:18])([CH2:16][OH:17])[CH2:14][OH:15]>>[OH:15][CH2:14][C:13]([NH:12][S:8]([C:4]1[CH:5]=[N:6][CH:7]=[C:2]([Br:1])[CH:3]=1)(=[O:10])=[O:9])([CH2:16][OH:17])[CH3:18]

Participants

3

Reactant 2

HCID 15312-Amino-2-methyl-1,3-propanediolHCID 203244745-Bromopyridine-3-sulfonyl chloride

Product 1

HCID 670009725-bromo-N-(1,3-dihydroxy-2-methylpropan-2-yl)pyridine-3-sulfonamideYield 26.1%

Procedure

Prepared by general procedure III from 5-bromo-pyridine-3-sulfonyl chloride (Example B.2 step 2) (500 mg, 2 mmol) and 2-amino-2-methyl-1,3-propanediol (1.03 g, 10 mmol) to give the title compound as a light brown oil (170 mg, 26%). MS (ISP) 325.1 [(M+H)+], 327.2 [(M+2+H)+].

Sources & evidence

ORD record
ord-f95c3851291c4308846b2180ee7dd622
Source dataset
uspto-grants-2011_11
Patent number
US08063048B2

Reaction notes

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