3-Amino-5-phenylpyrazole → 4-methyl-3-[[(5-phenyl-1H-pyrazol-3-yl)amino]methylidene]-1H-indol-2-one

HRID 746669Notes

Reaction equation

HRID 746669 reaction equation
O/[CH:2]=[C:3]1\[C:4](=[O:13])[NH:5][C:6]2[C:11]\1=[C:10]([CH3:12])[CH:9]=[CH:8][CH:7]=2.O/C=C1\C(=O)NC2C\1=CC=CC=2.NC1C=CNN=1.[NH2:32][C:33]1[CH:37]=[C:36]([C:38]2[CH:43]=[CH:42][CH:41]=[CH:40][CH:39]=2)[NH:35][N:34]=1>O1CCCC1>[CH3:12][C:10]1[CH:9]=[CH:8][CH:7]=[C:6]2[C:11]=1[C:3](=[CH:2][NH:32][C:33]1[CH:37]=[C:36]([C:38]3[CH:43]=[CH:42][CH:41]=[CH:40][CH:39]=3)[NH:35][N:34]=1)[C:4](=[O:13])[NH:5]2

Participants

6

Reactant 4

HCID 1366553-Amino-5-phenylpyrazoleHCID 178418806HCID 178418806, compoundHCID 178423596HCID 178423596, compound2×HCID 178517101HCID 178517101, compound

Product 1

HCID 1784235924-methyl-3-[[(5-phenyl-1H-pyrazol-3-yl)amino]methylidene]-1H-indol-2-one

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

The named compound is prepared by substituting E & Z-3-[(hydroxy)-methylene]-4-methyl-1,3-dihydro-indol-2-one for E & Z-3-[(hydroxy)-methylene]-1,3-dihydro-indol-2-one and substituting 3-amino-5-phenylpyrazole for 3-aminopyrazole in the reaction of Example 1. Specifically, E & Z-3-[(hydroxy)-methylene]-4-methyl-1,3-dihydro-indol-2-one (0.110 gms.) is reacted with 0.2398 gms. 3-amino-5-phenylpyrazole by refluxing in tetrahydrofuran (2.5 mL).

Workup

  1. customThe named compound is prepared
  2. customin the reaction of Example 1

Sources & evidence

ORD record
ord-c89422cd886d4af985a8d5c1954f52db
Source dataset
uspto-grants-2008_07
Patent number
US07393870B2

Reaction notes

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