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Acetic Acid → 1-[(4-Ethyl-5-{5-[4-(2-fluorophenoxy)phenyl]-1,2,4-oxadiazol-3-yl}-2-thienyl)methyl]azetidine-3-carboxylic acid

HRID 2247690
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HRID 2247690 반응식
[CH2:1]([C:3]1[CH:4]=[C:5]([CH2:27][N:28]2[CH2:31][CH:30]([C:32]([O:34]C)=[O:33])[CH2:29]2)[S:6][C:7]=1[C:8]1[N:12]=[C:11]([C:13]2[CH:18]=[CH:17][C:16]([O:19][C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=3[F:26])=[CH:15][CH:14]=2)[O:10][N:9]=1)[CH3:2].O.[OH-].[Li+].C(O)(=O)C.C(O)(=O)C(O)=O>>[CH2:1]([C:3]1[CH:4]=[C:5]([CH2:27][N:28]2[CH2:31][CH:30]([C:32]([OH:34])=[O:33])[CH2:29]2)[S:6][C:7]=1[C:8]1[N:12]=[C:11]([C:13]2[CH:18]=[CH:17][C:16]([O:19][C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=3[F:26])=[CH:15][CH:14]=2)[O:10][N:9]=1)[CH3:2]
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참가 물질

5

반응물 4

HCID 176Acetic AcidHCID 971Oxalic AcidHCID 168937Lithium hydroxide, monohydrateHCID 68525364Methyl 1-[(4-ethyl-5-{5-[4-(2-fluorophenoxy)phenyl]-1,2,4-oxadiazol-3-yl}-2-thienyl)methyl]azetidine-3-carboxylate

생성물 1

HCID 119780501-[(4-Ethyl-5-{5-[4-(2-fluorophenoxy)phenyl]-1,2,4-oxadiazol-3-yl}-2-thienyl)methyl]azetidine-3-carboxylic acid수율 42.3%

실험 절차

The title compound (77 mg) was synthesized in a yield of 39% as a white crystalline solid by conducting the reaction similar to that mentioned in Example 1 (1g) using methyl 1-[(4-ethyl-5-{5-[4-(2-fluorophenoxy)phenyl]-1,2,4-oxadiazol-3-yl}-2-thienyl)methyl]azetidine-3-carboxylate (0.19 g, 0.38 mmol) that was obtained in Example 10 (10g), lithium hydroxide monohydrate (36 mg, 0.85 mmol), acetic acid (46 μL, 0.85 mmol), and oxalic acid (17 mg, 0.19 mmol).

후처리

  1. customthe reaction similar to

출처 및 근거

ORD 기록
ord-6a71bc40e2be4b8db5476799a21475ed
출처 데이터셋
uspto-grants-2010_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07687491B2

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