Tert-butyl 4-hydroxypiperidine-1-carboxylate → 4-(5-Nitro-isoquinolin-6-yloxy)-piperidine-1-carboxylic acid tert-butyl ester

HRID 1887094Notes

Reaction equation

HRID 1887094 reaction equation
F[C:2]1[C:3]([N+:12]([O-:14])=[O:13])=[C:4]2[C:9](=[CH:10][CH:11]=1)[CH:8]=[N:7][CH:6]=[CH:5]2.[C:15]([O:19][C:20]([N:22]1[CH2:27][CH2:26][CH:25]([OH:28])[CH2:24][CH2:23]1)=[O:21])([CH3:18])([CH3:17])[CH3:16].C(OC(N1CCC(OC2C=C3C(=CC=2)C=NC=C3)CC1)=O)(C)(C)C>>[C:15]([O:19][C:20]([N:22]1[CH2:27][CH2:26][CH:25]([O:28][C:2]2[C:3]([N+:12]([O-:14])=[O:13])=[C:4]3[C:9](=[CH:10][CH:11]=2)[CH:8]=[N:7][CH:6]=[CH:5]3)[CH2:24][CH2:23]1)=[O:21])([CH3:18])([CH3:16])[CH3:17]

Participants

4

Reactant 3

HCID 643502Tert-butyl 4-hydroxypiperidine-1-carboxylateHCID 201540476-Fluoro-5-nitroisoquinolineHCID 576467544-(Isoquinolin-6-yloxy)-piperidine-1-carboxylic acid tert-butyl ester

Product 1

HCID 576469914-(5-Nitro-isoquinolin-6-yloxy)-piperidine-1-carboxylic acid tert-butyl ester

Procedure

90 mg (0.47 mmol) 6-Fluoro-5-nitro-isoquinoline (152) were treated with 4-Hydroxy-piperidine-1-carboxylic acid tert-butyl ester following the method described for the preparation of compound 154.

Sources & evidence

ORD record
ord-31b85b64404643fca807597e3c9755e5
Source dataset
uspto-grants-2013_08
Patent number
US08501736B2

Reaction notes

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