Methanol → HCID 25255501, compound

HRID 1014573Notes

Reaction equation

HRID 1014573 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-e945de37d9444ee9b223ba86025fc661
Source dataset
uspto-grants-2011_07
Patent number
US07982071B2

Reaction notes

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