Oxalic Acid → HCID 86757215, compound

HRID 1387071Notes

Reaction equation

HRID 1387071 reaction equation
[OH:1][C:2]1[CH:3]=[CH:4][C:5]2[C:9]([C:10]([C:12]3[CH:17]=[CH:16][C:15]([CH2:18][N:19]4[CH2:23][CH2:22][CH2:21][CH2:20]4)=[C:14]([Br:24])[CH:13]=3)=[O:11])=[C:8]([C:25]3[CH:30]=[CH:29][C:28]([O:31][CH2:32][CH2:33][N:34]4[CH2:38][CH2:37][CH2:36][CH2:35]4)=[CH:27][CH:26]=3)[S:7][C:6]=2[CH:39]=1.[C:40]([OH:45])(=[O:44])[C:41]([OH:43])=[O:42]>C(OCC)(=O)C>[C:40]([OH:45])(=[O:44])[C:41]([OH:43])=[O:42].[C:40]([OH:45])(=[O:44])[C:41]([OH:43])=[O:42].[OH:1][C:2]1[CH:3]=[CH:4][C:5]2[C:9]([C:10]([C:12]3[CH:17]=[CH:16][C:15]([CH2:18][N:19]4[CH2:23][CH2:22][CH2:21][CH2:20]4)=[C:14]([Br:24])[CH:13]=3)=[O:11])=[C:8]([C:25]3[CH:30]=[CH:29][C:28]([O:31][CH2:32][CH2:33][N:34]4[CH2:38][CH2:37][CH2:36][CH2:35]4)=[CH:27][CH:26]=3)[S:7][C:6]=2[CH:39]=1

Participants

4

Reactant 2

HCID 971Oxalic AcidHCID 21182697HCID 21182697, compound

Product 1

HCID 86757215HCID 86757215, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent2×

Procedure

4-[3-Bromo-4-[(1-pyrrolidinyl)methyl]phenyl 6-hydroxy-2-[4-[2-(1-pyrrolidinyl)ethoxy]phenyl]benzo[b]thiophen-3-yl ketone (Part E) (19 mg; 31 μmol), was dissolved in 3 mL of ethyl acetate. Oxalic acid (7 mg; 79 μmol) in 1 mL of EtOAc was added. The resultant slurry was subjected to centrifugation and the supernatant was decanted. Fresh EtOAc (4 mL) was added and the process was repeated two more times. The solid product was dried in vacuo overnight.

Workup

  1. customthe supernatant was decanted
  2. additionFresh EtOAc (4 mL) was added
  3. customThe solid product was dried in vacuo overnight

Sources & evidence

ORD record
ord-e301153490834e25b85d91eae7c0ff76
Source dataset
uspto-grants-2001_07
Patent number
US06265575B1

Reaction notes

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