Ethyl-4,4-difluorocyclohexane carboxylate → HCID 178439851, compound

HRID 1512179Notes

Reaction equation

HRID 1512179 reaction equation
F[C:2]1(F)[CH2:7][CH2:6][CH:5]([CH:8]=[CH:9][C:10](Cl)=O)[CH2:4][CH2:3]1.[CH2:14](OC(C1CCC(F)(F)CC1)=O)C.CC1(C=O)CCOCC1.[N+:36]([C:39]1[CH:40]=[C:41]([C:46]2[CH:51]=[CH:50][CH:49]=[CH:48][C:47]=2[C:52]([F:55])([F:54])[F:53])[CH:42]=[CH:43][C:44]=1[NH2:45])([O-])=O>>[CH:5]1(/[C:8](/[CH3:14])=[CH:9]/[C:10]2[NH:45][C:44]3[CH:43]=[CH:42][C:41]([C:46]4[CH:51]=[CH:50][CH:49]=[CH:48][C:47]=4[C:52]([F:55])([F:54])[F:53])=[CH:40][C:39]=3[N:36]=2)[CH2:6][CH2:7][CH2:2][CH2:3][CH2:4]1

Participants

5

Reactant 4

HCID 2779138Ethyl-4,4-difluorocyclohexane carboxylateHCID 205923884-Methyloxane-4-carbaldehydeHCID 509940363-Nitro-2'-trifluoromethyl-biphenyl-4-ylamineHCID 86647683HCID 86647683, compound

Product 1

HCID 178439851HCID 178439851, compound

Procedure

(E)-2-(2-Cyclohexyl-propenyl)-5-(2-trifluoromethyl-phenyl)-1H-benzimidazole was prepared from 3-(4,4-difluoro-cyclohexyl)-acryloyl chloride (prepared from 4,4-difluoro-cyclohexanecarboxylic acid ethyl ester utilizing a procedure analogous to the preparation of 4-methyl-tetrahydro-pyran-4-carbaldehyde in Example 9) and 3-nitro-2′-trifluoromethyl-biphenyl-4-ylamine (prepared as described in Example 3, STEP A) as described in Example 9, STEPS A-C.

Sources & evidence

ORD record
ord-5e3c466f080c4174a5d2bd97120d2451
Source dataset
uspto-grants-2012_07
Patent number
US08217060B2

Reaction notes

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