2,6-Dichlorobenzothiazole → ethyl (2S)-1-(6-chloro-1,3-benzothiazol-2-yl)-2-piperidinecarboxylate

HRID 841945Notes

Reaction equation

HRID 841945 reaction equation
Cl[C:2]1[S:3][C:4]2[CH:10]=[C:9]([Cl:11])[CH:8]=[CH:7][C:5]=2[N:6]=1.[NH:12]1[CH2:17][CH2:16][CH2:15][CH2:14][C@H:13]1[C:18]([O:20][CH2:21][CH3:22])=[O:19]>>[Cl:11][C:9]1[CH:8]=[CH:7][C:5]2[N:6]=[C:2]([N:12]3[CH2:17][CH2:16][CH2:15][CH2:14][C@H:13]3[C:18]([O:20][CH2:21][CH3:22])=[O:19])[S:3][C:4]=2[CH:10]=1

Participants

3

Reactant 2

HCID 771762,6-DichlorobenzothiazoleHCID 736055Ethyl (2S)-2-piperidinecarboxylate

Product 1

HCID 57293748ethyl (2S)-1-(6-chloro-1,3-benzothiazol-2-yl)-2-piperidinecarboxylate

Procedure

The title compound was prepared by a similar method to Preparation 42 from 2,6-dichloro-1,3-benzothiazole [see J. Ind. Chem. Soc., (1993), 10, 565-569] and ethyl (2S)-2-piperidinecarboxylate (471 mg) [see J.A.C.S. (1993), 115(22), 9925-9938] to afford ethyl (2S)-1-(6-chloro-1,3-benzothiazol-2-yl)-2-piperidinecarboxylate as a solid.

Sources & evidence

ORD record
ord-b723d4e7c5434135bb1f04a229632ff9
Source dataset
uspto-grants-2002_04
Patent number
US06372736B1

Reaction notes

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