6-Chloro-3-pyridinecarbonitrile → HCID 44186115, compound

HRID 42187Notes

Reaction equation

HRID 42187 reaction equation
Cl[C:2]1[CH:9]=[CH:8][C:5]([C:6]#[N:7])=[CH:4][N:3]=1.[CH2:10]([C:17]1[C:26]2[C:21](=[CH:22][CH:23]=[CH:24][CH:25]=2)[C:20]([N:27]2[CH2:32][CH2:31][NH:30][C@@H:29]([CH3:33])[CH2:28]2)=[N:19][N:18]=1)[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1>>[CH2:10]([C:17]1[C:26]2[C:21](=[CH:22][CH:23]=[CH:24][CH:25]=2)[C:20]([N:27]2[CH2:32][CH2:31][N:30]([C:2]3[CH:9]=[CH:8][C:5]([C:6]#[N:7])=[CH:4][N:3]=3)[C@@H:29]([CH3:33])[CH2:28]2)=[N:19][N:18]=1)[C:11]1[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=1

Participants

3

Reactant 2

HCID 51520946-Chloro-3-pyridinecarbonitrileHCID 441864791-benzyl-4-((S)-3-methyl-piperazin-1-yl)-phthalazine

Product 1

HCID 44186115HCID 44186115, compoundYield 23%

Procedure

Following the above procedure, 6-chloro-nicotinonitrile (50 mg, 0.36 mmol, 1.2 eq) and 1-benzyl-4-((S)-3-methyl-piperazin-1-yl)-phthalazine (100 mg, 0.31 mmol, 1.0 eq) afford the title compound as a white solid (30 mg, 23% yield).

Sources & evidence

ORD record
ord-617f704358324342ba9d50efd5543e62
Source dataset
uspto-grants-2013_09
Patent number
US08536168B2

Reaction notes

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