Oxalic Acid → HCID 67314154, compound

HRID 1012846Notes

Reaction equation

HRID 1012846 reaction equation
[N:1]12[CH2:8][CH2:7][CH:4]([CH2:5][CH2:6]1)[C@@H:3]([NH:9][C:10]([C:12]1[O:13][C:14]3[C:20]([C:21]4[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=4[O:27][CH3:28])=[CH:19][CH:18]=[CH:17][C:15]=3[CH:16]=1)=[O:11])[CH2:2]2.[C:29]([OH:34])(=[O:33])[C:30]([OH:32])=[O:31]>CC(C)=O.C(O)(C)C>[C:29]([OH:34])(=[O:33])[C:30]([OH:32])=[O:31].[N:1]12[CH2:6][CH2:5][CH:4]([CH2:7][CH2:8]1)[C@@H:3]([NH:9][C:10]([C:12]1[O:13][C:14]3[C:20]([C:21]4[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=4[O:27][CH3:28])=[CH:19][CH:18]=[CH:17][C:15]=3[CH:16]=1)=[O:11])[CH2:2]2

Participants

5

Reactant 2

HCID 971Oxalic AcidHCID 9976826HCID 9976826, compound

Product 1

HCID 67314154HCID 67314154, compound

Reagents, catalysts & solvents 2

HCID 180AcetoneSolventHCID 3776IsopropanolSolvent

Conditions

Temperature
50 °C

Procedure

95.9 mg (0.25 mmol) of N-[(3R)-1-azabicyclo[2.2.2]oct-3-yl]-7-(2-methoxyphenyl)-1-benzofuran-2-carboxamide (Example 130) are dissolved in 1.5 ml of acetone. After addition of 22.9 mg (0.25 mmol) of oxalic acid in 1 ml of hot isopropanol, the mixture is stirred at 50° C. for 30 min and then concentrated, and the residue is dried under high vacuum. 117.6 mg (99% of theory) of the title compound are obtained.

Workup

  1. concentrationconcentrated
  2. customthe residue is dried under high vacuum

Sources & evidence

ORD record
ord-3d1b6ec4193c4fc0941408fd6f941709
Source dataset
uspto-grants-2011_07
Patent number
US07977485B2

Reaction notes

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