4-(Azetidin-3-yl)benzonitrile hydrochloride → HCID 178424686, compound

HRID 1488106Notes

Reaction equation

HRID 1488106 reaction equation
[OH:1][CH2:2][C:3]1[NH:4][C:5]([C:9]2[C:10]([CH3:19])=[CH:11][C:12]([CH3:18])=[C:13]([CH:17]=2)[C:14]([OH:16])=O)=[C:6]([CH3:8])[N:7]=1.C(CC1NC(C2C(C)=CC(C)=C(C=2)C(O)=O)=C(C)N=1)#N.Cl.[NH:41]1[CH2:44][CH:43]([C:45]2[CH:52]=[CH:51][C:48]([C:49]#[N:50])=[CH:47][CH:46]=2)[CH2:42]1.Cl.FC1(C2C=CC(C#N)=CC=2)CNC1>>[OH:1][CH2:2][C:3]1[NH:4][C:5]([C:9]2[C:10]([CH3:19])=[CH:11][C:12]([CH3:18])=[C:13]([CH:17]=2)[C:14]([N:41]2[CH2:44][CH:43]([C:45]3[CH:52]=[CH:51][C:48]([C:49]#[N:50])=[CH:47][CH:46]=3)[CH2:42]2)=[O:16])=[C:6]([CH3:8])[N:7]=1

Participants

5

Reactant 4

HCID 552549914-(Azetidin-3-yl)benzonitrile hydrochloride2×HCID 900213344-(3-Fluoroazetidin-3-yl)benzonitrile hydrochlorideHCID 178424683HCID 178424683, compoundHCID 178424688HCID 178424688, compound2×

Product 1

HCID 178424686HCID 178424686, compound

Procedure

The title compound was prepared using standard chemical manipulations and procedures similar to those used for the preparation of compound 222, except 5-(2-(hydroxymethyl)-4-methyl-1H-imidazol-5-yl)-2,4-dimethylbenzoic acid (compound 222.5) was used in place of 5-(2-(cyanomethyl)-4-methyl-1H-imidazol-5-yl)-2,4-dimethylbenzoic acid (compound 222.6) and 4-(azetidin-3-yl)benzonitrile hydrochloride (compound 5.2) was used in place of 4-(3-fluoroazetidin-3-yl)benzonitrile hydrochloride (compound 43.4). m/z (ES+) 401 (M+H)+.

Sources & evidence

ORD record
ord-8c08a095060b466681861cefe40fd61d
Source dataset
uspto-grants-2016_08
Patent number
US09428502B2

Reaction notes

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