1-((Tert-butoxy)carbonyl)piperidine-3-carboxylic acid → 1-(tert-Butoxycarbonyl)-N-[2-(4-chlorophenyl)-4-methylthiazol-5-yl]piperidine-3-carboxamide

HRID 602173Notes

Reaction equation

HRID 602173 reaction equation
[NH2:1][C:2]1[S:6][C:5]([C:7]2[CH:12]=[CH:11][C:10]([Cl:13])=[CH:9][CH:8]=2)=[N:4][C:3]=1[CH3:14].[C:15]([O:19][C:20]([N:22]1[CH2:30][CH2:29][CH2:28][CH:24]([C:25](O)=[O:26])[CH2:23]1)=[O:21])([CH3:18])([CH3:17])[CH3:16]>>[C:15]([O:19][C:20]([N:22]1[CH2:30][CH2:29][CH2:28][CH:24]([C:25]([NH:1][C:2]2[S:6][C:5]([C:7]3[CH:12]=[CH:11][C:10]([Cl:13])=[CH:9][CH:8]=3)=[N:4][C:3]=2[CH3:14])=[O:26])[CH2:23]1)=[O:21])([CH3:18])([CH3:17])[CH3:16]

Participants

3

Reactant 2

HCID 27356471-((Tert-butoxy)carbonyl)piperidine-3-carboxylic acidHCID 672673295-Amino-2-(4-chlorophenyl)-4-methylthiazole

Product 1

HCID 589926081-(tert-Butoxycarbonyl)-N-[2-(4-chlorophenyl)-4-methylthiazol-5-yl]piperidine-3-carboxamideYield 30.1%

Procedure

Using 5-amino-2-(4-chlorophenyl)-4-methylthiazole (197 mg, 0.877 mmol) and 1-(tert-butoxycarbonyl)nipecotic acid (205 mg, 0.877 mmol), the same procedure was followed as in Step 3a of Example 3 to give 115 mg (30%) of the desired compound as a yellow powder.

Sources & evidence

ORD record
ord-d329f90d64b24054b4c93333eed29394
Source dataset
uspto-grants-2011_03
Patent number
US07902367B2

Reaction notes

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