Oxalic Acid → HCID 86757083, compound

HRID 1387004Notes

Reaction equation

HRID 1387004 reaction equation
[C:1]([OH:6])(=[O:5])[C:2]([OH:4])=[O:3].[OH:7][C:8]1[CH:9]=[CH:10][C:11]2[C:15]([CH2:16][C:17]3[CH:22]=[CH:21][C:20]([O:23][C@@H:24]4[CH2:29][CH2:28][CH2:27][CH2:26][C@H:25]4[N:30]4[CH2:35][CH2:34][CH2:33][CH2:32][CH2:31]4)=[CH:19][CH:18]=3)=[C:14]([C:36]3[CH:41]=[CH:40][C:39]([O:42][CH2:43][CH2:44][N:45]4[CH2:49][CH2:48][CH2:47][CH2:46]4)=[CH:38][CH:37]=3)[S:13][C:12]=2[CH:50]=1>C(Cl)(Cl)Cl.CCOC(C)=O.C(Cl)(Cl)Cl>[C:1]([OH:6])(=[O:5])[C:2]([OH:4])=[O:3].[C:1]([OH:6])(=[O:5])[C:2]([OH:4])=[O:3].[OH:7][C:8]1[CH:9]=[CH:10][C:11]2[C:15]([CH2:16][C:17]3[CH:22]=[CH:21][C:20]([O:23][C@@H:24]4[CH2:29][CH2:28][CH2:27][CH2:26][C@H:25]4[N:30]4[CH2:31][CH2:32][CH2:33][CH2:34][CH2:35]4)=[CH:19][CH:18]=3)=[C:14]([C:36]3[CH:37]=[CH:38][C:39]([O:42][CH2:43][CH2:44][N:45]4[CH2:46][CH2:47][CH2:48][CH2:49]4)=[CH:40][CH:41]=3)[S:13][C:12]=2[CH:50]=1

Participants

5

Reactant 2

HCID 971Oxalic AcidHCID 18397552HCID 18397552, compound

Product 1

HCID 86757083HCID 86757083, compound

Reagents, catalysts & solvents 2

HCID 6212ChloroformSolventHCID 21584013Chloroform ethylacetateSolvent

Procedure

In approximately 4 mL of CHCl3-EtOAc (1:1) was dissolved 14.7 mg (0.164 mmol) of oxalic acid. To this was added dropwise 50.0 mg (0.082 mmol) of (±)-6-hydroxy-3-[4-[[trans-2-(1-piperidyl)cyclohexyl]oxy]benzyl]-2-[4-[2-(1-pyrrolidinyl)ethoxy]phenyl]benzo[b]thiophene (Part C) in 7 mL of CHCl3. A white precipitate was formed, and the slurry was sonicated for 30 min and filtered with EtOAc rinse. The precipitate was dried over P2O5 at 55° C. in a vacuum oven.

Workup

  1. customA white precipitate was formed
  2. customthe slurry was sonicated for 30 min
  3. filtrationfiltered with EtOAc
  4. washrinse
  5. dry with materialThe precipitate was dried over P2O5 at 55° C. in a vacuum oven

Sources & evidence

ORD record
ord-c8262535965e4aa59b618064457ce538
Source dataset
uspto-grants-2001_07
Patent number
US06265575B1

Reaction notes

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