beta-Methylcyclohexaneacrylic acid → HCID 178439851, compound

HRID 1512180Notes

Reaction equation

HRID 1512180 reaction equation
[CH:1]1([C:7]([CH3:12])=[CH:8][C:9](O)=O)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.CC(C)=CC[C@H]1O[C@@]1([C@@H]1[C@]2(OC2)CC[C@@H](OC(/C=C/C=C/C=C/C=C/C(O)=O)=O)[C@H]1OC)C.[N+:46]([C:49]1[CH:50]=[C:51]([C:56]2[CH:61]=[CH:60][CH:59]=[CH:58][C:57]=2[C:62]([F:65])([F:64])[F:63])[CH:52]=[CH:53][C:54]=1[NH2:55])([O-])=O>>[CH:1]1(/[C:7](/[CH3:12])=[CH:8]/[C:9]2[NH:55][C:54]3[CH:53]=[CH:52][C:51]([C:56]4[CH:61]=[CH:60][CH:59]=[CH:58][C:57]=4[C:62]([F:63])([F:64])[F:65])=[CH:50][C:49]=3[N:46]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

4

Reactant 3

HCID 71704beta-Methylcyclohexaneacrylic acidHCID 6917655FumagillinHCID 509940363-Nitro-2'-trifluoromethyl-biphenyl-4-ylamine

Product 1

HCID 178439851HCID 178439851, compound

Procedure

(E)-2-(2-Cyclohexyl-propenyl)-5-(2-trifluoromethyl-phenyl)-1H-benzimidazole was prepared from the acid chloride of 3-cyclohexyl-but-2-enoic acid (prepared as described in YOUNG, S. T. et al., “Synthetic Studies in the Fumagillin Series”, J. Org. Chem., 1963, pp 928-932, Vol. 28) and 3-nitro-2′-trifluoromethyl-biphenyl-4-ylamine (prepared as described in Example 3, STEP A) according to the procedures s described in Example 3, STEPS B, C and D.

Workup

  1. customprepared

Sources & evidence

ORD record
ord-99cd1ae58fa942fdaca4eac0b2983ab1
Source dataset
uspto-grants-2012_07
Patent number
US08217060B2

Reaction notes

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