1-(Bromomethyl)-3-(trifluoromethoxy)benzene → 4-{5-[4-Methoxymethyl-4-(3-trifluoromethoxybenzyl)piperidine-1-ylmethyl]-2-methylimidazol-1-ylmethyl}benzonitrile hydrochloride salt

HRID 1068442Notes

Reaction equation

HRID 1068442 reaction equation
F[C:2](F)(F)OC1C=C(C=CC=1)CBr.C(O[N:19]1[CH2:24][CH2:23][C:22]([CH2:27][C:28]2[CH:33]=[CH:32][CH:31]=[C:30]([O:34][C:35]([F:38])([F:37])[F:36])[CH:29]=2)([CH2:25][OH:26])[CH2:21][C:20]1=C=O)(C)(C)C.Cl.[C:42]([C:44]1[CH:58]=[CH:57][C:47]([CH2:48][N:49]2[C:53]([CH2:54][Cl:55])=[CH:52][N:51]=[C:50]2[CH3:56])=[CH:46][CH:45]=1)#[N:43]>>[ClH:55].[CH3:2][O:26][CH2:25][C:22]1([CH2:27][C:28]2[CH:33]=[CH:32][CH:31]=[C:30]([O:34][C:35]([F:36])([F:38])[F:37])[CH:29]=2)[CH2:23][CH2:24][N:19]([CH2:54][C:53]2[N:49]([CH2:48][C:47]3[CH:57]=[CH:58][C:44]([C:42]#[N:43])=[CH:45][CH:46]=3)[C:50]([CH3:56])=[N:51][CH:52]=2)[CH2:20][CH2:21]1

Participants

4

Reactant 3

HCID 7371761-(Bromomethyl)-3-(trifluoromethoxy)benzeneHCID 211933481-(4-Cyanobenzyl)-5-chloromethyl-2-methylimidazole hydrochloride saltHCID 86754053N-tert-butoxy-carbonyl-4-(3-trifluoromethoxybenzyl)-4-hydroxymethylpiperidine

Product 1

HCID 211932644-{5-[4-Methoxymethyl-4-(3-trifluoromethoxybenzyl)piperidine-1-ylmethyl]-2-methylimidazol-1-ylmethyl}benzonitrile hydrochloride salt

Procedure

The title compound was prepared using the protocol described in Example 30, Step A-C using 3-(trifluoromethoxy)benzyl bromide in Step B, and in Example 52, Step B-E substituting N-tert-butoxycarbonyl-4-(3-methylbenzyl)-4-hydroxymethylpiperidine with N-tert-butoxy-carbonyl-4-(3-trifluoromethoxybenzyl)-4-hydroxymethylpiperidine in Step B, and substituting 1-(4-cyanobenzyl)-5-chloromethyl-imidazole hydro-chloride salt with 1-(4-cyanobenzyl)-5-chloromethyl-2-methylimidazole hydrochloride salt in Step E.

Sources & evidence

ORD record
ord-0f448fe121794d109f6caa8f39919b6b
Source dataset
uspto-grants-2001_06
Patent number
US06248756B1

Reaction notes

Loading…