Pyridine-3-sulfonyl chloride hydrochloride → 7-[(Pyridine-3-sulfonyl)-(4-thiazol-2-yl-benzyl)-amino]-heptanoic acid methyl ester

HRID 2300467Notes

Reaction equation

HRID 2300467 reaction equation
[CH3:1][O:2][C:3](=[O:23])[CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][NH:10][CH2:11][C:12]1[CH:17]=[CH:16][C:15]([C:18]2[S:19][CH:20]=[CH:21][N:22]=2)=[CH:14][CH:13]=1.Cl.[N:25]1[CH:30]=[CH:29][CH:28]=[C:27]([S:31](Cl)(=[O:33])=[O:32])[CH:26]=1>>[CH3:1][O:2][C:3](=[O:23])[CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][N:10]([S:31]([C:27]1[CH:26]=[N:25][CH:30]=[CH:29][CH:28]=1)(=[O:33])=[O:32])[CH2:11][C:12]1[CH:13]=[CH:14][C:15]([C:18]2[S:19][CH:20]=[CH:21][N:22]=2)=[CH:16][CH:17]=1

Participants

3

Reactant 2

HCID 12571517Pyridine-3-sulfonyl chloride hydrochlorideHCID 542806757-(4-Thiazol-2-yl-benzylamino)-heptanoic acid methyl ester

Product 1

HCID 540931637-[(Pyridine-3-sulfonyl)-(4-thiazol-2-yl-benzyl)-amino]-heptanoic acid methyl ester

Procedure

The title compound of Step A was prepared from 7-(4-thiazol-2-yl-benzylamino)-heptanoic acid methyl ester, prepared in Step A of Example 11c, and pyridine-3-sulfonyl chloride hydrochloride, of Preparation 2, following the method of Example 1, Step B. 1H NMR (400 MHz, CDCl3) δ 9.06 (d, 1H), 8.80 (m, 1H), 8.09 (m, 1H), 7.91 (d, 2H), 7.86 (m, 1H), 7.46 (m, 1H), 7.34 (m, 3H), 4.39 (s, 2H), 3.62 (s, 3H), 3.15 (t, 2H), 2.21 (t, 2H), 1,48 (m, 2H), 1.37 (m, 2H), 1.14 (m, 4H); MS 474 (M+1)

Sources & evidence

ORD record
ord-6a365950a3454a0580e57ab0e339e135
Source dataset
uspto-grants-2002_12
Patent number
US06498172B1

Reaction notes

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