(4-chloro-2-Methylphenoxy)acetic acid → 2-(2-Benzenesulfinylmethyl-benzoimidazol-1-yl)-2,N-dicyclohexyl-acetamide

HRID 1712180Notes

Reaction equation

HRID 1712180 reaction equation
C(O[C:6](=[O:16])[NH:7][C:8]1[CH:13]=[CH:12][C:11](F)=[CH:10][C:9]=1N)(C)(C)C.C(O[C:22](=O)[NH:23][C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][C:25]=1[NH2:30])(C)(C)C.Cl[C:33]1[CH:43]=[CH:42][C:36](OCC(O)=O)=[C:35](C)[CH:34]=1.[C:45]1([S:51]([CH2:53][C:54](O)=O)=[O:52])[CH:50]=[CH:49][CH:48]=[CH:47][CH:46]=1>>[C:45]1([S:51]([CH2:53][C:54]2[N:23]([CH:22]([CH:33]3[CH2:34][CH2:35][CH2:36][CH2:42][CH2:43]3)[C:6]([NH:7][CH:8]3[CH2:9][CH2:10][CH2:11][CH2:12][CH2:13]3)=[O:16])[C:24]3[CH:29]=[CH:28][CH:27]=[CH:26][C:25]=3[N:30]=2)=[O:52])[CH:50]=[CH:49][CH:48]=[CH:47][CH:46]=1

Participants

5

Reactant 4

HCID 7204(4-chloro-2-Methylphenoxy)acetic acidHCID 233599(phenylsulfinyl)acetic acidHCID 676311N-(tert-Butoxycarbonyl)-1,2-phenylenediamineHCID 24688763N1-(tert-Butoxycarbonyl)-4-fluoro-1,2-phenylenediamine

Product 1

HCID 426061542-(2-Benzenesulfinylmethyl-benzoimidazol-1-yl)-2,N-dicyclohexyl-acetamide

Procedure

The title compound was prepared in analogy to Example 1,replacing (2-amino-4-fluoro-phenyl)-carbamic acid tert-butyl ester (Intermediate A) with (2-amino-phenyl)-carbamic acid tert-butyl ester ([CAS RN 146651-75-4]) and (4-chloro-2-methyl-phenoxy)-acetic acid with benzenesulfinyl-acetic acid ([CAS RN 3959-08-8]). MS (ISP): 478.1 [M+H]+.

Sources & evidence

ORD record
ord-6732613f0ff14101a6f80c0fea571c51
Source dataset
uspto-grants-2010_09
Patent number
US07790904B2

Reaction notes

Loading…