6-Chloro-3-pyridinecarbonitrile → HCID 71557027, compound

HRID 2281341Notes

Reaction equation

HRID 2281341 reaction equation
Cl.[OH:2][C@H:3]([C:11]1[C:12]([CH3:21])=[C:13]2[C:17](=[CH:18][CH:19]=1)[C:16](=[O:20])[O:15][CH2:14]2)[CH2:4][N:5]1[CH2:10][CH2:9][NH:8][CH2:7][CH2:6]1.Cl[C:23]1[N:28]=[CH:27][C:26]([C:29]#[N:30])=[CH:25][CH:24]=1>>[OH:2][C@H:3]([C:11]1[C:12]([CH3:21])=[C:13]2[C:17](=[CH:18][CH:19]=1)[C:16](=[O:20])[O:15][CH2:14]2)[CH2:4][N:5]1[CH2:10][CH2:9][N:8]([C:23]2[CH:24]=[CH:25][C:26]([C:29]#[N:30])=[CH:27][N:28]=2)[CH2:7][CH2:6]1

Participants

3

Reactant 2

HCID 51520946-Chloro-3-pyridinecarbonitrileHCID 117642214HCID 117642214, compound2×

Product 1

HCID 71557027HCID 71557027, compound

Procedure

(R)-6-(4-(2-Hydroxy-2-(4-methyl-1-oxo-1,3-dihydroisobenzofuran-5-yl)ethyl)piperazin-1-yl)nicotinonitrile was prepared in a similar fashion to that described for the synthesis of EXAMPLE 10 starting from (R)-5-(1-hydroxy-2-(piperazin-1-yl)ethyl)-4-methylisobenzofuran-1 (3H)-one hydrochloride (INTERMEDIATE 12) and 6-chloropyridine-3-carbonitrile.

Sources & evidence

ORD record
ord-dc81fcb468fd4373a2da5909b4b9479e
Source dataset
uspto-grants-2015_09
Patent number
US09139585B2

Reaction notes

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