8-Azabicyclo(3.2.1)octane → (8-Azabicyclo[3.2.1]octan-3-yl]-4-chloro-3-methyl-5-phenyl-pyrazolo[3,4-c]pyridazine

HRID 588641

Reaction equation

HRID 588641 reaction equation
[Cl:1][C:2]1[C:7]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)=[N:6][N:5]=[C:4]2[NH:14][N:15]=[C:16]([CH3:17])[C:3]=12.[CH2:18]1[CH2:24][CH:23]2[NH:25][CH:20]([CH2:21][CH2:22]2)[CH2:19]1>>[CH:23]12[NH:25][CH:20]([CH2:21][CH2:22]1)[CH2:19][CH:18]([N:14]1[C:4]3=[N:5][N:6]=[C:7]([C:8]4[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=4)[C:2]([Cl:1])=[C:3]3[C:16]([CH3:17])=[N:15]1)[CH2:24]2

Participants

3

Reactant 2

HCID 1360978-Azabicyclo(3.2.1)octaneHCID 86717276CID 86717276

Product 1

HCID 123430528(8-Azabicyclo[3.2.1]octan-3-yl]-4-chloro-3-methyl-5-phenyl-pyrazolo[3,4-c]pyridazine

Procedure

Compound XIIIa was synthesized from 4-chloro-3-methyl-5-phenyl-1H-pyrazolo[3,4-c]pyridazine and nortropane following the general procedure for the Mitsunobu reaction described in Example 20.

Workup

  1. customfor the Mitsunobu reaction

Sources & evidence

ORD record
ord-75ab8f3f400b497284c243efda5dfbef
Source dataset
uspto-grants-2016_01
Patent number
US09227976B2

Linked notes

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