o-Xylyl bromide → HCID 178424281, compound

HRID 1881073Notes

Reaction equation

HRID 1881073 reaction equation
Cl[C:2]1[CH:35]=[CH:34][CH:33]=[CH:32][C:3]=1[CH2:4][O:5][CH2:6][CH2:7][N:8]([C@H:25]1[CH2:30][CH2:29][C@H:28]([CH3:31])[CH2:27][CH2:26]1)[C:9](=[O:24])[NH:10][C:11]1[S:12][C:13]([S:16][CH2:17][C:18]([CH3:23])([CH3:22])[C:19]([OH:21])=[O:20])=[CH:14][N:15]=1.Br[CH2:37]C1C=CC=CC=1C.C(OC(=O)C(C)(C)CSC1SC(N)=NC=1)C>>[CH3:22][C:18]([CH3:23])([CH2:17][S:16][C:13]1[S:12][C:11]([NH:10][C:9]([N:8]([CH2:7][CH2:6][O:5][CH2:4][C:3]2[CH:32]=[CH:33][CH:34]=[CH:35][C:2]=2[CH3:37])[C@H:25]2[CH2:30][CH2:29][C@H:28]([CH3:31])[CH2:27][CH2:26]2)=[O:24])=[N:15][CH:14]=1)[C:19]([OH:21])=[O:20]

Participants

4

Reactant 3

HCID 6992o-Xylyl bromideHCID 574814293-(2-Amino-thiazol-5-ylsulfanyl)-2,2-dimethyl-propionic acid ethyl esterHCID 178454946HCID 178454946, compound

Product 1

HCID 178424281HCID 178424281, compound

Procedure

The compound was prepared following an analogous procedure to the one described for the synthesis of 3-{2-[3-[2-(2-chloro-benzyloxy)-ethyl]-3-(trans-4-methyl -cyclohexyl)-ureido]-thiazol-5-ylsulfanyl}-2,2-dimethyl-propionic acid using 1-bromomethyl-2-methyl-benzene and 3-(2-amino-thiazol-5-ylsulfanyl)-2,2-dimethyl-propionic acid ethyl ester.

Workup

  1. customThe compound was prepared

Sources & evidence

ORD record
ord-5faeeacb66ab4fefbda54d0a481f6e6b
Source dataset
uspto-grants-2012_11
Patent number
US08318778B2

Reaction notes

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