Tert-butyl 4-hydroxy-2-methylpiperidine-1-carboxylate → tert-Butyl 4-(4-((2-fluoro-4-(1H-tetrazol-1-yl)phenoxy)methyl)-2H-1,2,3-triazol-2-yl)-2-methylpiperidine-1-carboxylate

HRID 80678Notes

Reaction equation

HRID 80678 reaction equation
O[CH:2]1[CH2:7][CH2:6][N:5]([C:8]([O:10][C:11]([CH3:14])([CH3:13])[CH3:12])=[O:9])[CH:4]([CH3:15])[CH2:3]1.[N:16]1[NH:17][N:18]=[C:19]([CH2:21][O:22][C:23]2[CH:28]=[CH:27][C:26]([N:29]3[CH:33]=[N:32][N:31]=[N:30]3)=[CH:25][C:24]=2[F:34])[CH:20]=1>>[F:34][C:24]1[CH:25]=[C:26]([N:29]2[CH:33]=[N:32][N:31]=[N:30]2)[CH:27]=[CH:28][C:23]=1[O:22][CH2:21][C:19]1[CH:20]=[N:16][N:17]([CH:2]2[CH2:7][CH2:6][N:5]([C:8]([O:10][C:11]([CH3:14])([CH3:13])[CH3:12])=[O:9])[CH:4]([CH3:15])[CH2:3]2)[N:18]=1

Participants

3

Reactant 2

HCID 22181172Tert-butyl 4-hydroxy-2-methylpiperidine-1-carboxylateHCID 577084341-(4-((2H-1,2,3-triazol-4-yl)methoxy)-3-fluorophenyl)-1H-tetrazole2×

Product 1

HCID 57708424tert-Butyl 4-(4-((2-fluoro-4-(1H-tetrazol-1-yl)phenoxy)methyl)-2H-1,2,3-triazol-2-yl)-2-methylpiperidine-1-carboxylate

Procedure

The title compound was synthesized from tert-butyl 4-hydroxy-2-methylpiperidine-1-carboxylate and 1-(4-((2H-1,2,3-triazol-4-yl)methoxy)-3-fluorophenyl)-1H-tetrazole (Intermediate 16) in a manner similar to that described in Example 48, Step 4. The title compound was isolated as a mixture of four stereoisomers.

Sources & evidence

ORD record
ord-35554fc6eab24d978c763de90dbbb1f3
Source dataset
uspto-grants-2014_09
Patent number
US08846675B2

Reaction notes

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