Ethylamine → 2-Cyclopentyl-4-(((N-ethyl)amino)methyl)thiazole

HRID 1858484Notes

Reaction equation

HRID 1858484 reaction equation
Cl.Cl[CH2:3][C:4]1[N:5]=[C:6]([CH:9]2[CH2:13][CH2:12][CH2:11][CH2:10]2)[S:7][CH:8]=1.[CH2:14]([NH2:16])[CH3:15]>>[CH:9]1([C:6]2[S:7][CH:8]=[C:4]([CH2:3][NH:16][CH2:14][CH3:15])[N:5]=2)[CH2:13][CH2:12][CH2:11][CH2:10]1

Participants

3

Reactant 2

HCID 6341EthylamineHCID 187589314-(Chloromethyl)-2-cyclopentylthiazole hydrochloride

Product 1

HCID 187591182-Cyclopentyl-4-(((N-ethyl)amino)methyl)thiazole

Procedure

Using the procedure of Example 1Q, but replacing 4-(chloromethyl)-2-isopropylthiazole hydrochloride with 4-(chloromethyl)-2-cyclopentylthiazole hydrochloride and replacing 40% aqueous methylamine with 70% aqueous ethylamine provided, after purification of the residue by silica gel chromatography using 5% methanol in chloroform, 1.08 g (50%) of the desired compound.

Workup

  1. customprovided
  2. customafter purification of the residue by silica gel chromatography

Sources & evidence

ORD record
ord-f156dbc7d85447f1a20722351393f8d4
Source dataset
uspto-grants-2000_11
Patent number
US06150530

Reaction notes

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