Oxalic Acid → HCID 70071732, compound

HRID 1954698Notes

Reaction equation

HRID 1954698 reaction equation
[N:1]1([CH2:8][C:9]2[CH:10]=[C:11]([CH:16]([C:34]3[CH:39]=[CH:38][C:37]([OH:40])=[C:36]([CH2:41][N:42]4[CH2:48][CH2:47][CH2:46][CH2:45][CH2:44][CH2:43]4)[CH:35]=3)[CH2:17][NH:18][C:19](=[O:33])[CH:20]([C:27]3[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=3)[C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=3)[CH:12]=[CH:13][C:14]=2[OH:15])[CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[C:49]([OH:54])(=[O:53])[C:50]([OH:52])=[O:51].C(O)(C)C.C(OCC)(=O)C>C(O)C>[C:49]([OH:54])(=[O:53])[C:50]([OH:52])=[O:51].[N:1]1([CH2:8][C:9]2[CH:10]=[C:11]([CH:16]([C:34]3[CH:39]=[CH:38][C:37]([OH:40])=[C:36]([CH2:41][N:42]4[CH2:43][CH2:44][CH2:45][CH2:46][CH2:47][CH2:48]4)[CH:35]=3)[CH2:17][NH:18][C:19](=[O:33])[CH:20]([C:27]3[CH:28]=[CH:29][CH:30]=[CH:31][CH:32]=3)[C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=3)[CH:12]=[CH:13][C:14]=2[OH:15])[CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

6

Reactant 4

HCID 971Oxalic AcidHCID 3776IsopropanolHCID 8857Ethyl AcetateHCID 44460714HCID 44460714, compound

Product 1

HCID 70071732HCID 70071732, compoundYield 23.9%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of the product from Example 17 (0.89 g, 1.22 mmol) and oxalic acid (0.34 g, 2.66 mmol) in 5 mL ethanol was triturated with isopropanol (20 mL). Ethyl acetate (30 mL) was added and the solid collected by filtration. The solid was dried under vacuum at 75° C. to give the title compound (0.215 g, 20%) as a white solid.

Workup

  1. filtrationthe solid collected by filtration
  2. customThe solid was dried under vacuum at 75° C.

Sources & evidence

ORD record
ord-80d9283b82b14d6ba6e5b9b7683e4c34
Source dataset
uspto-grants-2000_09
Patent number
US06124280

Reaction notes

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