4-(Azetidin-3-yl)benzonitrile hydrochloride → HCID 90033276, compound

HRID 1488097Notes

Reaction equation

HRID 1488097 reaction equation
[C:1]([C:3]1[N:4]=[C:5]([CH2:19][OH:20])[NH:6][C:7]=1[C:8]1[C:9]([CH3:18])=[CH:10][C:11]([CH3:17])=[C:12]([CH:16]=1)[C:13]([OH:15])=O)#[N:2].CC1NC(C2C=C(C=CC=2C)C(O)=O)=C(C)N=1.Cl.[F:39][C:40]1([C:44]2[CH:51]=[CH:50][C:47]([C:48]#[N:49])=[CH:46][CH:45]=2)[CH2:43][NH:42][CH2:41]1.Cl.N1CC(C2C=CC(C#N)=CC=2)C1>>[C:48]([C:47]1[CH:50]=[CH:51][C:44]([C:40]2([F:39])[CH2:43][N:42]([C:13]([C:12]3[C:11]([CH3:17])=[CH:10][C:9]([CH3:18])=[C:8]([C:7]4[NH:6][C:5]([CH2:19][OH:20])=[N:4][C:3]=4[C:1]#[N:2])[CH:16]=3)=[O:15])[CH2:41]2)=[CH:45][CH:46]=1)#[N:49]

Participants

5

Reactant 4

HCID 552549914-(Azetidin-3-yl)benzonitrile hydrochlorideHCID 900213344-(3-Fluoroazetidin-3-yl)benzonitrile hydrochloride2×HCID 90028965HCID 90028965, compound2×HCID 178432711HCID 178432711, compound

Product 1

HCID 90033276HCID 90033276, 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-(4-cyano-2-(hydroxymethyl)-1H-imidazol-5-yl)-2,4-dimethylbenzoic acid (compound 219.6) 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+) 430 (M+H)+.

Sources & evidence

ORD record
ord-76f4366c490940198516d18007476e52
Source dataset
uspto-grants-2016_08
Patent number
US09428502B2

Reaction notes

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