Pyridine → (+)-4-Hydroxy-4-methyl-piperidine-1-carboxylic acid (7-[1,4]dioxan-2-yl-4-methoxy-benzothiazol-2-yl)-amide

HRID 985866Notes

Reaction equation

HRID 985866 reaction equation
C1(O[C:8](=[O:27])[NH:9][C:10]2[S:11][C:12]3[C:18]([CH:19]4[CH2:24][O:23][CH2:22][CH2:21][O:20]4)=[CH:17][CH:16]=[C:15]([O:25][CH3:26])[C:13]=3[N:14]=2)C=CC=CC=1.[CH3:28][C:29]1([OH:35])[CH2:34][CH2:33][NH:32][CH2:31][CH2:30]1.N1C=CC=CC=1>C(Cl)(Cl)Cl>[O:20]1[CH2:21][CH2:22][O:23][CH2:24][CH:19]1[C:18]1[C:12]2[S:11][C:10]([NH:9][C:8]([N:32]3[CH2:33][CH2:34][C:29]([OH:35])([CH3:28])[CH2:30][CH2:31]3)=[O:27])=[N:14][C:13]=2[C:15]([O:25][CH3:26])=[CH:16][CH:17]=1

Participants

5

Reactant 3

HCID 1049PyridineHCID 156491744-Methylpiperidin-4-olHCID 20769454(+)-(7-[1,4]Dioxan-2-yl-4-methoxy-benzothiazol-2-yl)-carbamic acid phenyl ester

Product 1

HCID 86594659(+)-4-Hydroxy-4-methyl-piperidine-1-carboxylic acid (7-[1,4]dioxan-2-yl-4-methoxy-benzothiazol-2-yl)-amide

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent2×

Procedure

From (+)-(7-[1,4]dioxan-2yl-4-methoxy-benzothiazol-2-yl)-carbamic acid phenyl ester with 4-methyl-piperidin-4-ol and pyridine in chloroform. [α]D20=+25.2° (c=1.07, CHCl3), ES-MS m/e (%): 408 (M+H+, 100).

Sources & evidence

ORD record
ord-a2247f0a42fe4b90b6b54430025c4fa2
Source dataset
uspto-grants-2005_03
Patent number
US06872833B2

Reaction notes

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