4-(Azetidin-3-yl)benzonitrile hydrochloride → HCID 178424695, compound

HRID 1488152Notes

Reaction equation

HRID 1488152 reaction equation
[Cl:1][C:2]1[C:6]([CH3:7])=[C:5]([C:8]2[C:9]([CH3:18])=[CH:10][C:11]([CH3:17])=[C:12]([CH:16]=2)[C:13]([OH:15])=O)[NH:4][N:3]=1.CC1NC(C2C=C(C=CC=2C)C(O)=O)=C(C)N=1.Cl.[F:37][C:38]1([C:42]2[CH:49]=[CH:48][C:45]([C:46]#[N:47])=[CH:44][CH:43]=2)[CH2:41][NH:40][CH2:39]1.Cl.N1CC(C2C=CC(C#N)=CC=2)C1>>[Cl:1][C:2]1[C:6]([CH3:7])=[C:5]([C:8]2[C:9]([CH3:18])=[CH:10][C:11]([CH3:17])=[C:12]([CH:16]=2)[C:13]([N:40]2[CH2:39][C:38]([C:42]3[CH:43]=[CH:44][C:45]([C:46]#[N:47])=[CH:48][CH:49]=3)([F:37])[CH2:41]2)=[O:15])[NH:4][N:3]=1

Participants

5

Reactant 4

HCID 552549914-(Azetidin-3-yl)benzonitrile hydrochlorideHCID 900213344-(3-Fluoroazetidin-3-yl)benzonitrile hydrochloride2×HCID 178424696HCID 178424696, compound2×HCID 178432711HCID 178432711, compound

Product 1

HCID 178424695HCID 178424695, compound

Procedure

The title compound was prepared using standard chemical manipulations and procedures similar to those used for the preparation of compound 5, except 5-(3-chloro-4-methyl-1H-pyrazol-5-yl)-2,4-dimethylbenzoic acid (compound 250.6) was used in place of 3-(2,4-dimethyl-1H-imidazol-5-yl)-4-methylbenzoic acid (compound 5.7) and 4-(3-fluoroazetidin-3-yl)benzonitrile hydrochloride (compound 43.4) was used in place of 4-(azetidin-3-yl)benzonitrile hydrochloride (compound 5.2). m/z (ES+) 423 (M+H)+.

Sources & evidence

ORD record
ord-f31a47115c1c4c74869f11b49c497067
Source dataset
uspto-grants-2016_08
Patent number
US09428502B2

Reaction notes

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