HCID 22857780, compound → HCID 70024306, compound

HRID 1167046Notes

Reaction equation

HRID 1167046 reaction equation
[CH2:1]([C:5]1[S:9][C:8]([C:10]2[CH:14]=[C:13]([C:15]3[CH:20]=[CH:19][C:18]([OH:21])=[CH:17][CH:16]=3)[O:12][N:11]=2)=[CH:7][CH:6]=1)[CH2:2][CH2:3][CH3:4].[F:22][C@@H:23]([CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH3:33])[CH2:24]O.N(C(OCC)=O)=NC(OCC)=O.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1>O1CCCC1>[CH2:1]([C:5]1[S:9][C:8]([C:10]2[CH:14]=[C:13]([C:15]3[CH:16]=[CH:17][C:18]([O:21][CH2:24][C@@H:23]([F:22])[CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH3:33])=[CH:19][CH:20]=3)[O:12][N:11]=2)=[CH:7][CH:6]=1)[CH2:2][CH2:3][CH3:4]

Participants

5

Reactant 3

HCID 22857780HCID 22857780, compoundHCID 86625176HCID 86625176, compoundHCID 135825021HCID 135825021, compound

Product 1

HCID 70024306HCID 70024306, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

3-(5-Butylthiophen-2-yl)-5-{4-[(S)-2-fluorodecyloxy]-phenyl}-isoxazole is prepared similar to Example 6, but 3-(5-butylthiophen-2-yl)-5-(4-hydroxyphenyl)-isoxazole is etherified with (S)-2-fluoro-1-decanol by the method of Mitsunobu (diethyl azodicarboxylate/triphenylphosphine in tetrahydrofuran; Synthesis 1981, 1).

Sources & evidence

ORD record
ord-e87463c1353a49c68669acd7652a201a
Source dataset
uspto-grants-2003_09
Patent number
US06616989B1

Reaction notes

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