3-Amino-5-methylisoxazole → HCID 178428477, compound

HRID 411725Notes

Reaction equation

HRID 411725 reaction equation
O/[CH:2]=[C:3]1\[C:4](=[O:13])[NH:5][C:6]2[C:11]\1=[CH:10][CH:9]=[C:8]([F:12])[CH:7]=2.O/C=C1\C(=O)NC2C\1=CC=CC=2.[CH3:26][C:27]1[O:31][N:30]=[C:29]([NH2:32])[CH:28]=1.NC1C=CNN=1>O1CCCC1>[F:12][C:8]1[CH:7]=[C:6]2[C:11]([C:3](=[CH:2][NH:32][C:29]3[CH:28]=[C:27]([CH3:26])[O:31][N:30]=3)[C:4](=[O:13])[NH:5]2)=[CH:10][CH:9]=1

Participants

6

Reactant 4

HCID 661723-Amino-5-methylisoxazole2×HCID 178418806HCID 178418806, compoundHCID 178517101HCID 178517101, compoundHCID 178517312(3Z)-6-fluoro-3-(hydroxymethylidene)-1H-indol-2-one2×

Product 1

HCID 178428477HCID 178428477, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

The named compound is prepared by substituting E & Z-3-[(hydroxy)-methylene]-6-fluoro-1,3-dihydro-indol-2-one for E & Z-3-[(hydroxy)-methylene]-1,3-dihydro-indol-2-one and 5-methyl-isoxazol-3-ylamine for 3-aminopyrazole in the reaction of Example 1. Specifically, E & Z-3-[(hydroxy)-methylene]-6-fluoro-1,3-dihydro-indol-2-one (0.033 gms.) is reacted with 0.040 gms. 5-methyl-isoxazol-3-ylamine by refluxing in tetrahydrofuran (0.88 mL) to afford the named compound in the amount of 0.0147 gms.

Workup

  1. customThe named compound is prepared
  2. customin the reaction of Example 1
  3. customto afford the named compound in the amount of 0.0147 gms

Sources & evidence

ORD record
ord-81b75db4fecf45e1b7760480d4dcbd69
Source dataset
uspto-grants-2003_05
Patent number
US06559173B1

Reaction notes

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