Acetic Acid → HCID 11978162, compound

HRID 2247726Notes

Reaction equation

HRID 2247726 reaction equation
[Cl:1][C:2]1[CH:35]=[CH:34][CH:33]=[CH:32][C:3]=1[O:4][C:5]1[CH:10]=[CH:9][C:8]([C:11]2[O:15][N:14]=[C:13]([C:16]3[S:20][C:19]([CH2:21][N:22]4[CH2:25][CH:24]([C:26]([O:28]C)=[O:27])[CH2:23]4)=[CH:18][C:17]=3[CH2:30][CH3:31])[N:12]=2)=[CH:7][CH:6]=1.O.[OH-].[Li+].C(O)(=O)C.C(O)(=O)C(O)=O>>[Cl:1][C:2]1[CH:35]=[CH:34][CH:33]=[CH:32][C:3]=1[O:4][C:5]1[CH:6]=[CH:7][C:8]([C:11]2[O:15][N:14]=[C:13]([C:16]3[S:20][C:19]([CH2:21][N:22]4[CH2:23][CH:24]([C:26]([OH:28])=[O:27])[CH2:25]4)=[CH:18][C:17]=3[CH2:30][CH3:31])[N:12]=2)=[CH:9][CH:10]=1

Participants

5

Reactant 4

HCID 176Acetic AcidHCID 971Oxalic AcidHCID 168937Lithium hydroxide, monohydrateHCID 68523753HCID 68523753, compound

Product 1

HCID 11978162HCID 11978162, compoundYield 68.8%

Procedure

The title compound (140 mg) was synthesized in a yield of 67% as a white crystalline solid by conducting the reaction similar to that mentioned in Example 1 (1g) using methyl 1-[(5-{5-[4-(2-chlorophenoxy)phenyl]-1,2,4-oxadiazol-3-yl}-4-ethyl-2-thienyl)methyl]azetidine-3-carboxylate (0.21 g, 0.41 mmol) that was obtained in Example 19 (19c), lithium hydroxide monohydrate (38 mg, 0.90 mmol), acetic acid (49 μL, 0.90 mmol), and oxalic acid (18 mg, 0.20 mmol).

Workup

  1. customthe reaction similar to

Sources & evidence

ORD record
ord-f42866f60b4c4059af2e823ee391ae3b
Source dataset
uspto-grants-2010_03
Patent number
US07687491B2

Reaction notes

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