4-(Azetidin-3-yl)benzonitrile hydrochloride → HCID 178425808, compound

HRID 1488024Notes

Reaction equation

HRID 1488024 reaction equation
[CH3:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([OH:8])=O)=[CH:4][C:3]=1[C:11]1[NH:15][C:14]([CH:16]2[CH2:21][CH2:20][O:19][CH2:18][CH2:17]2)=[N:13][C:12]=1[CH3:22].CC1C=C(C)C(C2N=C(C3CCOCC3)NC=2C)=CC=1C(O)=O.Cl.[F:47][C:48]1([C:52]2[CH:59]=[CH:58][C:55]([C:56]#[N:57])=[CH:54][CH:53]=2)[CH2:51][NH:50][CH2:49]1.Cl.N1CC(C2C=CC(C#N)=CC=2)C1>>[F:47][C:48]1([C:52]2[CH:53]=[CH:54][C:55]([C:56]#[N:57])=[CH:58][CH:59]=2)[CH2:49][N:50]([C:6](=[O:8])[C:5]2[CH:9]=[CH:10][C:2]([CH3:1])=[C:3]([C:11]3[NH:15][C:14]([CH:16]4[CH2:21][CH2:20][O:19][CH2:18][CH2:17]4)=[N:13][C:12]=3[CH3:22])[CH:4]=2)[CH2:51]1

Participants

5

Reactant 4

HCID 552549914-(Azetidin-3-yl)benzonitrile hydrochlorideHCID 900213344-(3-Fluoroazetidin-3-yl)benzonitrile hydrochloride2×HCID 900299762,4-Dimethyl-5-(4-methyl-2-(tetrahydro-2H-pyran-4-yl)-1H-imidazol-5-yl)benzoic acidHCID 178425884HCID 178425884, compound2×

Product 1

HCID 178425808HCID 178425808, compound

Procedure

The title compound was prepared using standard chemical manipulations and procedures similar to those used for the preparation of compound 164, except 4-methyl-3-(4-methyl-2-(tetrahydro-2H-pyran-4-yl)-1H-imidazol-5-yl)benzoic acid (compound 168.1) was used in place of 2,4-dimethyl-5-(4-methyl-2-(tetrahydro-2H-pyran-4-yl)-1H-imidazol-5-yl)benzoic acid (compound 164.2) 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+) 459 (M+H)+.

Sources & evidence

ORD record
ord-6139fb7697a341b08b294242dde1f933
Source dataset
uspto-grants-2016_08
Patent number
US09428502B2

Reaction notes

Loading…