N-[4-(thiazol-2-yl)benzyl]pyridin-2-ylsulfonamide → N-[4-(thiazol-2-yl)benzyl]pyridin-3-ylsulfonamide

HRID 241250Notes

Reaction equation

HRID 241250 reaction equation
C(OC(=O)CN(C(OC(C)(C)C)=O)[C:9]1[CH:14]=[CH:13][CH:12]=[C:11](CO)[N:10]=1)(C)(C)C.[S:25]1[CH:29]=[CH:28][N:27]=[C:26]1[C:30]1[CH:46]=[CH:45][C:33]([CH2:34][NH:35][S:36](C2C=CC=CN=2)(=[O:38])=[O:37])=[CH:32][CH:31]=1>>[S:25]1[CH:29]=[CH:28][N:27]=[C:26]1[C:30]1[CH:31]=[CH:32][C:33]([CH2:34][NH:35][S:36]([C:12]2[CH:11]=[N:10][CH:9]=[CH:14][CH:13]=2)(=[O:38])=[O:37])=[CH:45][CH:46]=1

Participants

3

Reactant 2

HCID 66717382N-[4-(thiazol-2-yl)benzyl]pyridin-2-ylsulfonamideHCID 86651768Tert-butyl[tert-butoxycarbonyl(6-hydroxymethylpyridin-2-yl)amino]acetate

Product 1

HCID 66717376N-[4-(thiazol-2-yl)benzyl]pyridin-3-ylsulfonamide

Procedure

Reaction and post-treatment were carried out in the same manner as in Example 2-(a) except for using tert-butyl[tert-butoxycarbonyl(6-hydroxymethylpyridin-2-yl)amino]acetate (279 mg, 0.824 mmol) obtained in Reference Example 3-(b), and using N-[4-(thiazol-2-yl)benzyl]pyridin-2-ylsulfonamide (275 mg, 0.830 mmol) obtained in Reference Example 5 in place of N-[4-(thiazol-2-yl)benzyl]pyridin-3-ylsulfonamide to afford the title compound (496 mg) as a white foam. (Yield: 92%)

Workup

  1. customReaction
  2. customobtained in Reference Example 3-(b)

Sources & evidence

ORD record
ord-c8e94b90cb384a819e33de92aca8bba0
Source dataset
uspto-grants-2014_02
Patent number
US08648097B2

Reaction notes

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