Benzenesulfonyl chloride → HCID 53874300, compound

HRID 2117554Notes

Reaction equation

HRID 2117554 reaction equation
[C:1]([O:5][C:6](=[O:30])[CH2:7][O:8][C:9]1[CH:14]=[CH:13][CH:12]=[C:11]([CH2:15][NH:16][CH2:17][C:18]2[CH:23]=[CH:22][C:21]([C:24]3[CH:29]=[CH:28][N:27]=[CH:26][CH:25]=3)=[CH:20][CH:19]=2)[CH:10]=1)([CH3:4])([CH3:3])[CH3:2].[C:31]1([S:37](Cl)(=[O:39])=[O:38])[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=1>>[C:1]([O:5][C:6](=[O:30])[CH2:7][O:8][C:9]1[CH:14]=[CH:13][CH:12]=[C:11]([CH2:15][N:16]([S:37]([C:31]2[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=2)(=[O:39])=[O:38])[CH2:17][C:18]2[CH:19]=[CH:20][C:21]([C:24]3[CH:29]=[CH:28][N:27]=[CH:26][CH:25]=3)=[CH:22][CH:23]=2)[CH:10]=1)([CH3:4])([CH3:2])[CH3:3]

Participants

3

Reactant 2

HCID 7369Benzenesulfonyl chlorideHCID 18376130HCID 18376130, compound

Product 1

HCID 53874300HCID 53874300, compound

Procedure

The title compound of Step B was prepared from {3-[(4-pyridin-4-yl-benzylamino)-methyl]-phenoxy}-acetic acid tert-butyl ester of Step A and benzenesulfonyl chloride following the method described in Example 3, Step B with a reaction time of 3 h. 1H NMR (400 MHz, CDCl3) δ 8.63 (d, 2H), 7.86 (dd, 2H), 7.62 -7.46 (m, 7H), 7.17 (d, 2H), 7.07 (t, 1H), 6.71 (dd, 1H), 6.60 (d, 1H), 6.54 (s, 1H), 4.35 (s, 2H), 4.32 (s, 2H), 4.29 (s, 2H), 1.46 (s, 9H); MS 545 (M+1). Step C: Ester Hydrolysis

Workup

  1. customdescribed in Example 3, Step B with a reaction time of 3 h

Sources & evidence

ORD record
ord-41f3e2bf4545407aaedfd23ba9bba32b
Source dataset
uspto-grants-2008_10
Patent number
US07442702B2

Reaction notes

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