5-Iodo-2-(3-methyloxetan-3-yl)-1H-imidazole-4-carbonitrile → Methyl 4-methyl-3-(2-(tetrahydro-2H-pyran-4-yl)-4-(trifluoromethyl)-1H-imidazol-5-yl)benzoate

HRID 1488221Notes

Reaction equation

HRID 1488221 reaction equation
C(C1N=C(C2(C)COC2)NC=1[C:8]1[CH:9]=[C:10]([CH:15]=[CH:16][C:17]=1[CH3:18])[C:11]([O:13][CH3:14])=[O:12])#N.I[C:25]1[NH:29][C:28]([CH:30]2[CH2:35][CH2:34][O:33][CH2:32][CH2:31]2)=[N:27][C:26]=1[C:36]([F:39])([F:38])[F:37].IC1NC(C2(C)COC2)=NC=1C#N>>[CH3:18][C:17]1[CH:16]=[CH:15][C:10]([C:11]([O:13][CH3:14])=[O:12])=[CH:9][C:8]=1[C:25]1[NH:29][C:28]([CH:30]2[CH2:35][CH2:34][O:33][CH2:32][CH2:31]2)=[N:27][C:26]=1[C:36]([F:39])([F:38])[F:37]

Participants

4

Reactant 3

HCID 900302075-Iodo-2-(3-methyloxetan-3-yl)-1H-imidazole-4-carbonitrileHCID 90030232Methyl 3-(4-cyano-2-(3-methyloxetan-3-yl)-1H-imidazol-5-yl)-4-methylbenzoateHCID 178506274HCID 178506274, compound2×

Product 1

HCID 178497714Methyl 4-methyl-3-(2-(tetrahydro-2H-pyran-4-yl)-4-(trifluoromethyl)-1H-imidazol-5-yl)benzoate

Procedure

The title compound was prepared using standard chemical manipulations and procedures similar to those used for the preparation of compound 202.4, except 5-iodo-2-(tetrahydro-2H-pyran-4-yl)-4-(trifluoromethyl)-1H-imidazole (compound 287.1) was used instead of 5-iodo-2-(3-methyloxetan-3-yl)-1H-imidazole-4-carbonitrile (compound 202.3).

Sources & evidence

ORD record
ord-616dc3d12e324d6a82e34dfdbf1b679d
Source dataset
uspto-grants-2016_08
Patent number
US09428502B2

Reaction notes

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