1,1-Dimethylethyl 4-hydroxy-3-methyl-1-piperidinecarboxylate → tert-Butyl 4-(4-((6-(1H-tetrazol-1-yl)pyridin-3-yloxy)methyl)-2H-1,2,3-triazol-2-yl)-3-methylpiperidine-1-carboxylate

HRID 80683Notes

Reaction equation

HRID 80683 reaction equation
[N:1]1[NH:2][N:3]=[C:4]([CH2:6][O:7][C:8]2[CH:9]=[CH:10][C:11]([N:14]3[CH:18]=[N:17][N:16]=[N:15]3)=[N:12][CH:13]=2)[CH:5]=1.O[CH:20]1[CH2:25][CH2:24][N:23]([C:26]([O:28][C:29]([CH3:32])([CH3:31])[CH3:30])=[O:27])[CH2:22][CH:21]1[CH3:33]>>[N:14]1([C:11]2[N:12]=[CH:13][C:8]([O:7][CH2:6][C:4]3[CH:5]=[N:1][N:2]([CH:20]4[CH2:25][CH2:24][N:23]([C:26]([O:28][C:29]([CH3:32])([CH3:31])[CH3:30])=[O:27])[CH2:22][CH:21]4[CH3:33])[N:3]=3)=[CH:9][CH:10]=2)[CH:18]=[N:17][N:16]=[N:15]1

Participants

3

Reactant 2

HCID 513584911,1-Dimethylethyl 4-hydroxy-3-methyl-1-piperidinecarboxylateHCID 577083825-((2H-1,2,3-Triazol-4-yl)methoxy)-2-(1H-tetrazol-1-yl)pyridine

Product 1

HCID 25175579tert-Butyl 4-(4-((6-(1H-tetrazol-1-yl)pyridin-3-yloxy)methyl)-2H-1,2,3-triazol-2-yl)-3-methylpiperidine-1-carboxylate

Procedure

The title compound was synthesized from Intermediate 13 and tert-butyl 4-hydroxy-3-methylpiperidine-1-carboxylate in a manner similar to that described in Example 69. The compounds were isolated as a mixture of four stereoisomers. Characterized by LCMS (ES+-MS found: 464 (M+Na), 442 (M+H)).

Workup

  1. customThe compounds were isolated as a mixture of four stereoisomers

Sources & evidence

ORD record
ord-c89a623eeebe405aa41d481452817ad9
Source dataset
uspto-grants-2014_09
Patent number
US08846675B2

Reaction notes

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