1,4-Dioxane → 3-(1-[6-(4-tert-Butyl-cyclohexyloxy)-naphthalen-2-yl]-2,2,2-trifluoro-ethylamino)-propionic acid methyl ester

HRID 2404195Notes

Reaction equation

HRID 2404195 reaction equation
[C:1]([O:5][C:6](=[O:36])[CH2:7][CH2:8][NH:9][CH:10]([C:15]1[CH:24]=[CH:23][C:22]2[C:17](=[CH:18][CH:19]=[C:20]([O:25][CH:26]3[CH2:31][CH2:30][CH:29]([C:32]([CH3:35])([CH3:34])[CH3:33])[CH2:28][CH2:27]3)[CH:21]=2)[CH:16]=1)[C:11]([F:14])([F:13])[F:12])(C)(C)C.O1CCOCC1>Cl>[CH3:1][O:5][C:6](=[O:36])[CH2:7][CH2:8][NH:9][CH:10]([C:15]1[CH:24]=[CH:23][C:22]2[C:17](=[CH:18][CH:19]=[C:20]([O:25][CH:26]3[CH2:27][CH2:28][CH:29]([C:32]([CH3:34])([CH3:33])[CH3:35])[CH2:30][CH2:31]3)[CH:21]=2)[CH:16]=1)[C:11]([F:14])([F:13])[F:12]

Participants

4

Reactant 2

HCID 312751,4-DioxaneHCID 669267293-{1-[6-(4-tert-Butyl-cyclohexyloxy)-naphthalen-2-yl]-2,2,2-trifluoro-ethylamino}-propionic acid tert-butyl ester

Product 1

HCID 669267543-(1-[6-(4-tert-Butyl-cyclohexyloxy)-naphthalen-2-yl]-2,2,2-trifluoro-ethylamino)-propionic acid methyl ester

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

3-{1-[6-(4-tert-Butyl-cyclohexyloxy)-naphthalen-2-yl]-2,2,2-trifluoro-ethylamino}-propionic acid tert-butyl ester (0.174 g, 0.343 mmol) was dissolved in 4 M of Hydrogen chloride in 1,4-Dioxane (3 mL, 10 mmol) and stirred at RT for 2.5 hrs. ALL solvent is removed after purification of the previous step. Reaction was then concentrated to dryness under reduced pressure to give the title compound which was taken directly to the next step.

Workup

  1. customALL solvent is removed
  2. customafter purification of the previous step
  3. customReaction
  4. concentrationwas then concentrated to dryness under reduced pressure

Sources & evidence

ORD record
ord-4bac5abb199d463a93f47804995089a1
Source dataset
uspto-grants-2014_08
Patent number
US08802659B2

Reaction notes

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