2-Chlorobenzothiazole → tert-Butyl 2-((benzo[d]thiazol-2-ylamino)methyl)piperidine-1-carboxylate

HRID 2074377Notes

Reaction equation

HRID 2074377 reaction equation
[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][CH2:11][CH2:10][CH:9]1[CH2:14][NH2:15])=[O:7])([CH3:4])([CH3:3])[CH3:2].Cl[C:17]1[S:18][C:19]2[CH:25]=[CH:24][CH:23]=[CH:22][C:20]=2[N:21]=1>C(OCC)C.CCCCCC.C(OCC)C>[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][CH2:11][CH2:10][CH:9]1[CH2:14][NH:15][C:17]1[S:18][C:19]2[CH:25]=[CH:24][CH:23]=[CH:22][C:20]=2[N:21]=1)=[O:7])([CH3:4])([CH3:3])[CH3:2]

Participants

4

Reactant 2

HCID 119872-ChlorobenzothiazoleHCID 2756482tert-Butyl 2-(aminomethyl)piperidine-1-carboxylate

Product 1

HCID 71631715tert-Butyl 2-((benzo[d]thiazol-2-ylamino)methyl)piperidine-1-carboxylateYield 37.1%

Reagents, catalysts & solvents 1

HCID 22448964Diethyl ether hexane diethyl etherSolvent

Procedure

The title compound (1.2 g) after column chromatography (silica gel, 5% diethyl ether/hexane-diethyl ether eluant) was prepared from (RS) 2-aminomethyl-piperidine-1-carboxylic acid tert butyl ester (2.0 g) and 2-chlorobenzothiazole (1.58 g) according to the method of D2.

Sources & evidence

ORD record
ord-8b3f0c6681f94885ad66c1324af19d33
Source dataset
uspto-grants-2011_04
Patent number
US07919507B2

Reaction notes

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