2-Bromopyridine → HCID 57883519, compound

HRID 1818371Notes

Reaction equation

HRID 1818371 reaction equation
[Na].[CH:2]1([N:8]([CH:20]2[CH2:25][CH2:24][CH2:23][CH2:22][CH2:21]2)[C:9]([NH:11][C:12]2[S:13][CH:14]=[C:15]([CH2:17][CH2:18][OH:19])[N:16]=2)=[O:10])[CH2:7][CH2:6][CH2:5][CH2:4][CH2:3]1.Br[C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][N:28]=1>>[CH:20]1([N:8]([CH:2]2[CH2:3][CH2:4][CH2:5][CH2:6][CH2:7]2)[C:9]([NH:11][C:12]2[S:13][CH:14]=[C:15]([CH2:17][CH2:18][O:19][C:27]3[CH:32]=[CH:31][CH:30]=[CH:29][N:28]=3)[N:16]=2)=[O:10])[CH2:25][CH2:24][CH2:23][CH2:22][CH2:21]1

Participants

4

Reactant 3

HCID 79732-BromopyridineHCID 5360545SodiumHCID 86611208HCID 86611208, compound

Product 1

HCID 57883519HCID 57883519, compound

Procedure

1,1-Dicyclohexyl-3-{4-[2-(pyridin-2-yloxy)-ethyl]-thiazol-2-yl}-urea was prepared from the sodium salt of 1,1-dicyclohexyl-3-[4-(2-hydroxyethyl)-thiazol-2-yl]-urea (50 mg, 0.14 mmol; 0.5 mmol NaH, DMF as solvent) and 2-bromopyridine (20 mg, 0.14 mmol). After aqueous workup, the resulting oil was purified on silica gel to give 1,1-dicyclohexyl-3-{4-[2-(pyridin-2-yloxy)-ethyl]-thiazol-2-yl}-urea in 20 mg (33%) yield.

Workup

  1. customAfter aqueous workup, the resulting oil was purified on silica gel

Sources & evidence

ORD record
ord-c1de026aaccb4f8f9ac3449677676ccf
Source dataset
uspto-grants-2009_10
Patent number
US07598391B2

Reaction notes

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