HCID 178447444, compound → HCID 178500166, compound

HRID 2389188Notes

Reaction equation

[CH3:1][O:2][C:3](=[O:33])[CH2:4][CH2:5][C:6]([C:11]1[CH:20]=[CH:19][C:18]2[C:13](=[CH:14][CH:15]=[C:16]([O:22][C@H:23]3[CH2:28][CH2:27][C@H:26]([C:29]([F:32])([F:31])[F:30])[CH2:25][CH2:24]3)[C:17]=2[I:21])[CH:12]=1)([N+:8]([O-:10])=[O:9])[CH3:7].[N+](C(C1C=CC2C(=CC=C(O[C@H]3CC[C@@H](C(F)(F)F)CC3)C=2)C=1)(C)CCC(O)=O)([O-])=O>>[CH3:1][O:2][C:3](=[O:33])[CH2:4][CH2:5][C:6]([C:11]1[CH:20]=[CH:19][C:18]2[C:13](=[CH:14][CH:15]=[C:16]([O:22][C@H:23]3[CH2:28][CH2:27][C@@H:26]([C:29]([F:32])([F:30])[F:31])[CH2:25][CH2:24]3)[C:17]=2[I:21])[CH:12]=1)([N+:8]([O-:10])=[O:9])[CH3:7]

Participants

Reactant 2

HCID 178447444HCID 178447444, compound

HCID 178500167HCID 178500167, compound

Product 1

HCID 178500166HCID 178500166, compoundYield 51%

Procedure

4-[5-Iodo-6-(cis-4-trifluoromethyl-cyclohexyloxy)-naphthalen-2-yl]-4-nitro-pentanoic acid methyl ester was synthesized as per 4-[5-iodo-6-(trans-4-trifluoromethyl-cyclohexyloxy)-naphthalen-2-yl]-4-nitro-pentanoic acid methyl ester (Example 281) in 51% yield, using 4-nitro-4-[6-(cis-4-trifluoromethyl-cyclohexyloxy)-naphthalen-2-yl]-pentanoic acid as the starting material.

Sources & evidence

ORD record: ord-c88843ca7a4247baa79dd037f1804a27
Source dataset: uspto-grants-2012_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08269043B2

Reaction notes

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