Hydrochloric Acid → 1257043-55-2

HRID 241057Notes

Reaction equation

HRID 241057 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([NH:16][S:17]([CH3:20])(=[O:19])=[O:18])[C:5]([NH:8]C(=O)OC(C)(C)C)=[N:6][CH:7]=1.Cl>CO>[NH2:8][C:5]1[C:4]([NH:16][S:17]([CH3:20])(=[O:19])=[O:18])=[CH:3][C:2]([Br:1])=[CH:7][N:6]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 66820134HCID 66820134, compound

Product 1

HCID 668204861257043-55-2

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of tert-butyl 5-bromo-3-(methylsulfonamido)pyridin-2-ylcarbamate (57 mg, 0.15 mmol) in methanol (1 mL) and HCl (4 M in dioxane, 375 uL, 1.5 mmol) was heated to 60° C. for 90 min. The volatile materials were then removed in vacuo to provide N-(2-amino-5-bromopyridin-3-yl)methanesulfonamide as its hydrochloride salt in quantitative yield. 1H NMR (400 MHz, DMSO-d6) δ 9.10 (br s, 1H), 7.95 (d, 1H), 7.54 (d, 1H), 6.42 (br s, 1H), 3.02 (s, 3H); MS (EI) for C6H8BrN3O2S: 266, 268 (Br isotopes, MH+).

Workup

  1. customThe volatile materials were then removed in vacuo

Sources & evidence

ORD record
ord-72d9ef28c1a3449ab2c9a21e9be6871b
Source dataset
uspto-grants-2014_02
Patent number
US08648066B2

Reaction notes

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