[4-(chlorosulfonyl)-2-methylphenoxy]acetic acid → HCID 71543470, compound

HRID 1746432Notes

Reaction equation

HRID 1746432 reaction equation
[CH2:1]([C:5]1[CH:10]=[CH:9][C:8]([NH:11][CH2:12][CH:13]([CH3:15])[CH3:14])=[C:7]([CH3:16])[CH:6]=1)[CH2:2][CH2:3][CH3:4].Cl[S:18]([C:21]1[CH:26]=[CH:25][C:24]([O:27][CH2:28][C:29]([OH:31])=[O:30])=[C:23]([CH3:32])[CH:22]=1)(=[O:20])=[O:19]>N1C=CC=CC=1.CO.CS(C)=O>[CH2:1]([C:5]1[CH:10]=[CH:9][C:8]([N:11]([CH2:12][CH:13]([CH3:15])[CH3:14])[S:18]([C:21]2[CH:26]=[CH:25][C:24]([O:27][CH2:28][C:29]([OH:31])=[O:30])=[C:23]([CH3:32])[CH:22]=2)(=[O:20])=[O:19])=[C:7]([CH3:16])[CH:6]=1)[CH2:2][CH2:3][CH3:4]

Participants

6

Reactant 2

HCID 18448407[4-(chlorosulfonyl)-2-methylphenoxy]acetic acidHCID 86731588HCID 86731588, compound

Product 1

HCID 71543470HCID 71543470, compound

Reagents, catalysts & solvents 3

HCID 679Dimethyl SulfoxideSolventHCID 887MethanolSolventHCID 1049PyridineSolvent

Procedure

To (4-butyl-2-methylphenyl)(2-methylpropyl)amine (21.94 mg, 0.100 mmol) in pyridine (1 mL) was added {[4-(chlorosulfonyl)-2-methylphenyl]oxy}acetic acid (26.5 mg, 0.100 mmol) and reaction stood for 2 hours at room temperature. The sample was then dissolved in a 1:1 mixture of MeOH and DMSO and purified by MDAP Method A2, to provide the desired product, 11 mg. LCMS (M+1) 448, RT 1.44 mins.

Workup

  1. custompurified by MDAP Method A2

Sources & evidence

ORD record
ord-ce494e3ff7594821b44bdcd814ceee61
Source dataset
uspto-grants-2015_10
Patent number
US09150508B2

Reaction notes

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