Pyridine-3-sulfonyl chloride hydrochloride → HCID 18376209, compound

HRID 2117507Notes

Reaction equation

HRID 2117507 reaction equation
C[O:2][C:3](=[O:27])[CH2:4][CH2:5][C:6]1[CH:11]=[CH:10][CH:9]=[C:8]([CH2:12][NH:13][CH2:14][C:15]2[CH:20]=[CH:19][C:18]([C:21]3[CH:22]=[N:23][CH:24]=[N:25][CH:26]=3)=[CH:17][CH:16]=2)[CH:7]=1.Cl.[N:29]1[CH:34]=[CH:33][CH:32]=[C:31]([S:35](Cl)(=[O:37])=[O:36])[CH:30]=1>C(N(CC)CC)C>[N:29]1[CH:34]=[CH:33][CH:32]=[C:31]([S:35]([N:13]([CH2:12][C:8]2[CH:7]=[C:6]([CH2:5][CH2:4][C:3]([OH:2])=[O:27])[CH:11]=[CH:10][CH:9]=2)[CH2:14][C:15]2[CH:16]=[CH:17][C:18]([C:21]3[CH:26]=[N:25][CH:24]=[N:23][CH:22]=3)=[CH:19][CH:20]=2)(=[O:37])=[O:36])[CH:30]=1

Participants

4

Reactant 2

HCID 12571517Pyridine-3-sulfonyl chloride hydrochlorideHCID 542194583-{3-[(4-Pyrimidin-5-yl-benzylamino)-methyl]-phenyl}propionic acid methyl ester

Product 1

HCID 18376209HCID 18376209, compound

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Procedure

The title compound of Step A was prepared from 3-{3-[(4-pyrimidin-5-yl-benzylamino)-methyl]-phenyl}-propionic acid methyl ester, of Step A of Example 11t, 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 9.20 (s, 1H), 9.06 (s, 1H), 8.92 (s, 2H), 8.81 (s, 1H), 8.08 (m, 1H), 7.46 (m, 3H), 7.26 (m, 2H), 7.15 (m, 1H), 7.06 (d, 1H), 6.91 (d, 1H), 6.86 (s, 1H), 4.42 (s, 2H), 4.37 (s, 2H), 3.65 (s, 3H), 2.82 (t, 2H), 2.50 (t, 2H).

Sources & evidence

ORD record
ord-4c30559fc6904be281585e4c45920e0a
Source dataset
uspto-grants-2008_10
Patent number
US07442702B2

Reaction notes

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