Tert-butyl 4-hydroxypiperidine-1-carboxylate → HCID 50942210, compound

HRID 1435966Notes

Reaction equation

HRID 1435966 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][CH:11]([OH:14])[CH2:10][CH2:9]1)=O)(C)(C)C.[NH2:15][C:16]1[C:25]2[C:20](=[CH:21][C:22](O)=[CH:23][CH:24]=2)[CH:19]=[CH:18][N:17]=1>>[NH:8]1[CH2:9][CH2:10][CH:11]([O:14][C:22]2[CH:21]=[C:20]3[C:25](=[CH:24][CH:23]=2)[C:16]([NH2:15])=[N:17][CH:18]=[CH:19]3)[CH2:12][CH2:13]1

Participants

3

Reactant 2

HCID 643502Tert-butyl 4-hydroxypiperidine-1-carboxylateHCID 1357539911-Aminoisoquinolin-6-ol

Product 1

HCID 50942210HCID 50942210, compoundYield 25.5%

Procedure

This compound was prepared from 4-hydroxypiperidine-1-carboxylic acid tert-butyl ester (455 mg, 2.26 mmol) and 1-amino-6-hydroxyisoquinoline (435 mg, 2.71 mmol) by the Mitsunobu procedure described in 3C. Subsequent Boc deprotection according to procedure described in 3D gave 6-(piperidin-4-yloxy)-isoquinolin-1-ylamine (140 mg), EIMS: m/z=244.6 [M+H]+.

Sources & evidence

ORD record
ord-16afaeccc15d45618457ac38ee78ecff
Source dataset
uspto-grants-2009_11
Patent number
US07618985B2

Reaction notes

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