Pyridine-3-sulfonyl chloride hydrochloride → 7-[(4-Pyrazol-1-yl-benzyl)-(pyridine-3-sulfonyl)-amino]-heptanoic acid methyl ester

HRID 2117486Notes

Reaction equation

HRID 2117486 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]([N:18]2[CH:22]=[CH:21][CH:20]=[N:19]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>C(N(CC)CC)C>[CH3:1][O:2][C:3](=[O:23])[CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][N:10]([CH2:11][C:12]1[CH:17]=[CH:16][C:15]([N:18]2[CH:22]=[CH:21][CH:20]=[N:19]2)=[CH:14][CH:13]=1)[S:31]([C:27]1[CH:26]=[N:25][CH:30]=[CH:29][CH:28]=1)(=[O:33])=[O:32]

Participants

4

Reactant 2

HCID 12571517Pyridine-3-sulfonyl chloride hydrochlorideHCID 539304737-(4-Pyrazol-1-yl-benzylamino)-heptanoic acid methyl ester

Product 1

HCID 537153577-[(4-Pyrazol-1-yl-benzyl)-(pyridine-3-sulfonyl)-amino]-heptanoic acid methyl ester

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Procedure

The title compound of Step A was prepared from 7-(4-pyrazol-1-yl-benzylamino)-heptanoic acid methyl ester, of Example 11f, Step A, and pyridine-3-sulfonyl chloride hydrochloride, of Preparation 2, following the method described in Example 1, Step B using triethylamine in place of N,N-diisopropylethylamine. 1H NMR (400 MHz, CDCl3) δ 8.70 (m, 1H), 7.99-7.87 (m, 3H), 7.71 (d, 1H), 7.63 (d, 2H), 7.46 (m, 1H), 7.42 (d, 2H), 6.46 (dd, 1H), 4.56 (s, 2H), 3.62 (s, 3H), 3.25 (t, 2H), 2.20 (t, 2H), 1.46 (m, 2H), 1.34 (m, 2H), 1.25 (m, 4H); MS 457 (M+1).

Sources & evidence

ORD record
ord-5a98a184c1a1413e9282005598e15593
Source dataset
uspto-grants-2008_10
Patent number
US07442702B2

Reaction notes

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