(R)-1-Boc-3-hydroxypiperidine → (R)-1-(tert-Butoxycarbonyl)-3-[[2-(4-chlorophenyl)-4-methylthiazol-5-yl]methoxy]piperidine

HRID 602207

Reaction equation

HRID 602207 reaction equation
[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][CH2:11][C@@H:10]([OH:14])[CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].Cl[CH2:16][C:17]1[S:21][C:20]([C:22]2[CH:27]=[CH:26][C:25]([Cl:28])=[CH:24][CH:23]=2)=[N:19][C:18]=1[CH3:29]>>[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][CH2:11][C@@H:10]([O:14][CH2:16][C:17]2[S:21][C:20]([C:22]3[CH:27]=[CH:26][C:25]([Cl:28])=[CH:24][CH:23]=3)=[N:19][C:18]=2[CH3:29])[CH2:9]1)=[O:7])([CH3:4])([CH3:2])[CH3:3]

Participants

3

Reactant 2

HCID 1514398(R)-1-Boc-3-hydroxypiperidineHCID 27636945-(Chloromethyl)-2-(4-chlorophenyl)-4-methyl-1,3-thiazole

Product 1

HCID 58992677(R)-1-(tert-Butoxycarbonyl)-3-[[2-(4-chlorophenyl)-4-methylthiazol-5-yl]methoxy]piperidineYield 78.5%

Procedure

In an argon atmosphere, (R)-1-(tert-butoxycarbonyl)-3-hydroxypiperidine (604 mg, 3.00 mmol) and 5-chloromethyl-2-(4-chlorophenyl)-4-methylthiazole (775 mg, 3.00 mmol) were reacted in the same manner as in Step 6a of Example 6 to give 996 mg (78%) of the desired compound as a yellow oil.

Sources & evidence

ORD record
ord-5243581fe5414ec389a0b6226dd06ac1
Source dataset
uspto-grants-2011_03
Patent number
US07902367B2

Linked notes

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