Fumaric Acid → HCID 131725031, compound

HRID 895882Notes

Reaction equation

HRID 895882 reaction equation
[CH3:1][C:2]([NH:15][CH2:16][C@@H:17]([OH:32])[CH2:18][O:19][C@H:20]([CH:29]1[CH2:31][CH2:30]1)[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=1[CH2:27][OH:28])([CH3:14])[CH2:3][C:4]1[CH:13]=[CH:12][C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[CH:5]=1.[C:33]([OH:40])(=[O:39])/[CH:34]=[CH:35]/[C:36]([OH:38])=[O:37]>CO>[C:33]([OH:40])(=[O:39])/[CH:34]=[CH:35]/[C:36]([OH:38])=[O:37].[CH3:14][C:2]([NH:15][CH2:16][C@@H:17]([OH:32])[CH2:18][O:19][C@H:20]([CH:29]1[CH2:31][CH2:30]1)[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=1[CH2:27][OH:28])([CH3:1])[CH2:3][C:4]1[CH:13]=[CH:12][C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[CH:5]=1.[CH3:14][C:2]([NH:15][CH2:16][C@@H:17]([OH:32])[CH2:18][O:19][C@@H:20]([C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=1[CH2:27][OH:28])[CH:29]1[CH2:31][CH2:30]1)([CH3:1])[CH2:3][C:4]1[CH:13]=[CH:12][C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[CH:5]=1

Participants

4

Reactant 2

HCID 444972Fumaric AcidHCID 9910748HCID 9910748, compound

Product 1

HCID 131725031HCID 131725031, compoundYield 90.7%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

(2R)-1-[1,1-Dimethyl-2-(naphthalen-2-yl)ethylamino]-3-[(1R)-(cyclopropyl)[2-(hydroxymethyl)phenyl]methoxy]propan-2-ol (700 mg) obtained in Step 6 was dissolved in methanol (15 ml), and fumaric acid (94 mg) was added. The mixture was stirred for 30 min. The reaction mixture was concentrated under reduced pressure, and ether was added to the residue. The precipitated solid was collected by filtration to give the title compound (720 mg).

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure, and ether
  2. additionwas added to the residue
  3. filtrationThe precipitated solid was collected by filtration

Sources & evidence

ORD record
ord-f9b422ef39e5405ea24a2c0bc0c4949e
Source dataset
uspto-grants-2005_07
Patent number
US06916956B2

Reaction notes

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