2-Chlorobenzothiazole → 2-(s)-(Benzothiazol-2-ylamino)-3-cyclohexyl-n-[2-(4-methoxy-phenylamino)-ethyl]-propionamide

HRID 969792Notes

Reaction equation

Cl[C:2]1[S:3][C:4]2[CH:10]=[CH:9][CH:8]=[CH:7][C:5]=2[N:6]=1.[CH2:11]1[CH2:16][CH2:15][CH:14]([CH2:17][C@H:18]([NH2:22])[C:19]([OH:21])=O)[CH2:13][CH2:12]1.[CH3:23][O:24][C:25]1[CH:30]=[CH:29][C:28]([NH:31][CH2:32][CH2:33][NH2:34])=[CH:27][CH:26]=1>>[S:3]1[C:4]2[CH:10]=[CH:9][CH:8]=[CH:7][C:5]=2[N:6]=[C:2]1[NH:22][C@@H:18]([CH2:17][CH:14]1[CH2:13][CH2:12][CH2:11][CH2:16][CH2:15]1)[C:19]([NH:34][CH2:33][CH2:32][NH:31][C:28]1[CH:29]=[CH:30][C:25]([O:24][CH3:23])=[CH:26][CH:27]=1)=[O:21]

Participants

Reactant 3

HCID 119872-Chlorobenzothiazole

HCID 7124213-Cyclohexyl-L-alanine

HCID 12666396N~1~-(4-Methoxyphenyl)ethane-1,2-diamine

Product 1

HCID 113055232-(s)-(Benzothiazol-2-ylamino)-3-cyclohexyl-n-[2-(4-methoxy-phenylamino)-ethyl]-propionamide

Procedure

The title compound was prepared from 2-chlorobenzothiazole, L-cyclohexylalanine and N1-(4-methoxy-phenyl)-ethane-1,2-diamine.-2HCl using the procedure analogous to that described in example 2. HPLC-MS calcd. for C25H32N4O2S (M+H+) 453.22, found 453.5.

Sources & evidence

ORD record: ord-57544b0ab4c942ffae49f0bd7bfecf0d
Source dataset: uspto-grants-2007_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07307095B2

Reaction notes

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