tert-butyl (3R)-3-aminopiperidine-1-carboxylate → (R)-N-(Piperidin-3-yl)-1H-indazol-5-amine

Reaction equation

Br[C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[N:7](CC1C=CC(OC)=CC=1)[N:6]=[CH:5]2.[NH2:20][C@@H:21]1[CH2:26][CH2:25][CH2:24][N:23](C(OC(C)(C)C)=O)[CH2:22]1>>[NH:23]1[CH2:24][CH2:25][CH2:26][C@@H:21]([NH:20][C:2]2[CH:3]=[C:4]3[C:8](=[CH:9][CH:10]=2)[NH:7][N:6]=[CH:5]3)[CH2:22]1

Participants

Reactant 2

HCID 1501974tert-butyl (3R)-3-aminopiperidine-1-carboxylate

HCID 442405275-Bromo-1-(4-methoxybenzyl)-1H-indazole

Product 1

HCID 44240125(R)-N-(Piperidin-3-yl)-1H-indazol-5-amine

Procedure

Reaction of 5-bromo-1-(4-methoxybenzyl)-1H-indazole and (R)-tert-butyl 3-aminopiperidine-1-carboxylate using the method of Example 13 followed by deprotection using the method of Example 14 afforded the title compound.

Sources & evidence

ORD record: ord-a1056b4b512143268da617dc2aec2536
Source dataset: uspto-grants-2013_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08604218B2

Reaction notes

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