HCID 24705475, compound → HCID 86731587, compound

HRID 1746412Notes

Reaction equation

HRID 1746412 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][CH2:29][C:30]([OH:32])=[O:31])=[C:23]([CH3:33])[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][CH2:29][C:30]([OH:32])=[O:31])=[C:23]([CH3:33])[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 24705475HCID 24705475, compoundHCID 86731588HCID 86731588, compound

Product 1

HCID 86731587HCID 86731587, compoundYield 37%

Reagents, catalysts & solvents 3

HCID 679Dimethyl SulfoxideSolventHCID 887MethanolSolventHCID 1049PyridineSolvent

Procedure

To (4-butyl-2-methylphenyl)(2-methylpropyl)amine (21.94 mg, 0.100 mmol, prepared, for example, according to P2, Table 1) in pyridine (1 mL) was added 3-{[4-(chlorosulfonyl)-2-methylphenyl]oxy}propanoic acid (27.9 mg, 0.100 mmol) and left to stand at RT in air for 2 hours. The sample was dissolved in a 1:1 mixture of MeOH and DMSO and was purified by method A (see Table 8) using Waters Xbridge Shield RP18 column. Yield 37%. LCMS (M+1) 462, RT 1.46 mins.

Workup

  1. waitleft
  2. customwas purified by method A (see Table 8)
  3. customLCMS (M+1) 462, RT 1.46 mins

Sources & evidence

ORD record
ord-bf2b50bcbcdd475a8751cb1731be2d0c
Source dataset
uspto-grants-2015_10
Patent number
US09150508B2

Reaction notes

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