Methanol → HCID 25255501, compound

HRID 875503Notes

Reaction equation

HRID 875503 reaction equation
[CH:1]1([CH2:8][O:9][C:10]2[CH:11]=[C:12]([CH2:16][CH2:17][CH2:18][NH:19]C(=O)C(F)(F)F)[CH:13]=[CH:14][CH:15]=2)[CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.CO>O>[CH:1]1([CH2:8][O:9][C:10]2[CH:11]=[C:12]([CH2:16][CH2:17][CH2:18][NH2:19])[CH:13]=[CH:14][CH:15]=2)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7]1

Participants

4

Reactant 2

HCID 887MethanolHCID 86637612N-(3-(3-(cycloheptylmethoxy)phenyl)propyl)-2,2,2-trifluoroacetamide

Product 1

HCID 25255501HCID 25255501, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

N-(3-(3-(cycloheptylmethoxy)phenyl)propyl)-2,2,2-trifluoroacetamide was deprotected following the method used in Example 10 except that the MeOH:water mixture was 4:1. After the extractive work up, the residue was dissolved in hexanes, filtered through Celite and concentrated under reduced pressure. Example 14 was isolated in pure form without further manipulation. 1H NMR (400 MHz, CDCl3) δ 7.17 (t, J=7.6 Hz, 1H), 6.70-6.76 (m, 3H), 3.71 (d, J=6.8 Hz, 2H), 2.74 (t, J=7.2 Hz, 2H), 2.62 (t, J=8 Hz, 2H), 1.43-2.02 (m, 15H), 1.23-1.33 (m, 2H).

Workup

  1. filtrationfiltered through Celite
  2. concentrationconcentrated under reduced pressure
  3. customExample 14 was isolated in pure form without further manipulation

Sources & evidence

ORD record
ord-3216a90d76c942a48db5bdc7e9584114
Source dataset
uspto-grants-2015_03
Patent number
US08981153B2

Reaction notes

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