Pyridine-2-sulfonyl Chloride → tert-Butyl (tert-butoxycarbonyl{6-[(pyridin-2-ylsulfonyl)aminomethyl]pyridin-2-yl}-amino)acetate

HRID 2359830Notes

Reaction equation

HRID 2359830 reaction equation
[C:1]([O:5][C:6](=[O:24])[CH2:7][N:8]([C:16]1[CH:21]=[CH:20][CH:19]=[C:18]([CH2:22][NH2:23])[N:17]=1)[C:9]([O:11][C:12]([CH3:15])([CH3:14])[CH3:13])=[O:10])([CH3:4])([CH3:3])[CH3:2].[N:25]1[CH:30]=[CH:29][CH:28]=[CH:27][C:26]=1[S:31](Cl)(=[O:33])=[O:32]>>[C:1]([O:5][C:6](=[O:24])[CH2:7][N:8]([C:9]([O:11][C:12]([CH3:15])([CH3:14])[CH3:13])=[O:10])[C:16]1[CH:21]=[CH:20][CH:19]=[C:18]([CH2:22][NH:23][S:31]([C:26]2[CH:27]=[CH:28][CH:29]=[CH:30][N:25]=2)(=[O:33])=[O:32])[N:17]=1)([CH3:2])([CH3:3])[CH3:4]

Participants

3

Reactant 2

HCID 3787675Pyridine-2-sulfonyl ChlorideHCID 86651796Tert-butyl [(6-aminomethylpyridin-2-yl)tert-butoxycarbonylamino]acetate

Product 1

HCID 86651797tert-Butyl (tert-butoxycarbonyl{6-[(pyridin-2-ylsulfonyl)aminomethyl]pyridin-2-yl}-amino)acetateYield 86%

Procedure

Reaction and post-treatment were carried out in the same manner as in Reference Example 12-(d) except for using tert-butyl[(6-aminomethylpyridin-2-yl)tert-butoxycarbonylamino]acetate (1.20 g, 3.56 mmol) obtained in Reference Example 12-(c), and using 2-pyridylsulfonyl chloride (640 mg, 3.60 mmol) in place of 3-pyridylsulfonyl chloride to afford the title compound (1.46 g) as a white solid. (Yield: 86%)

Workup

  1. customReaction

Sources & evidence

ORD record
ord-b745f93c885f4097abe8b905a4b05b22
Source dataset
uspto-grants-2014_04
Patent number
US08685986B2

Reaction notes

Loading…