1-ethyl-1H-indazole-3-carboxylic acid → (+)-tert-Butyl cis-5-{[(1-ethyl-1H-indazol-3-yl)carbonyl]-amino}-2-[(4-hydroxytetrahydro-2H-pyran-4-yl)methyl]piperidine-1-carboxylate

HRID 602498Notes

Reaction equation

HRID 602498 reaction equation
[CH2:1]([N:3]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[C:5]([C:12]([OH:14])=O)=[N:4]1)[CH3:2].[NH2:15][C@H:16]1[CH2:21][N:20]([C:22]([O:24][C:25]([CH3:28])([CH3:27])[CH3:26])=[O:23])[C@@H:19]([CH2:29][C:30]2([OH:36])[CH2:35][CH2:34][O:33][CH2:32][CH2:31]2)[CH2:18][CH2:17]1>>[CH2:1]([N:3]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[C:5]([C:12]([NH:15][C@H:16]2[CH2:21][N:20]([C:22]([O:24][C:25]([CH3:27])([CH3:28])[CH3:26])=[O:23])[C@@H:19]([CH2:29][C:30]3([OH:36])[CH2:31][CH2:32][O:33][CH2:34][CH2:35]3)[CH2:18][CH2:17]2)=[O:14])=[N:4]1)[CH3:2]

Participants

3

Reactant 2

HCID 147882491-ethyl-1H-indazole-3-carboxylic acidHCID 67269815tert-Butyl cis-5-amino-2-[(4-hydroxytetrahydro-2H-pyran-4-yl)methyl]piperidine-1-carboxylate

Product 1

HCID 67270068(+)-tert-Butyl cis-5-{[(1-ethyl-1H-indazol-3-yl)carbonyl]-amino}-2-[(4-hydroxytetrahydro-2H-pyran-4-yl)methyl]piperidine-1-carboxylate

Procedure

The title compound was prepared according to the procedure described in step 6 of Example 2 from 1-ethyl-1H-indazole-3-carboxylic acid (Chemical & Pharmaceutical Bulletin, 1995, 43, 1912-1930) and (+)-tert-butyl cis-5-amino-2-[(4-hydroxytetrahydro-2H-pyran-4-yl)methyl]piperidine-1-carboxylate (step 1 of Example 27).

Sources & evidence

ORD record
ord-b9034d1f31bf4cfbb30d0fedb06176fe
Source dataset
uspto-grants-2011_03
Patent number
US07906532B2

Reaction notes

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