3-Amino-5-phenylpyrazole → HCID 178517310, compound

HRID 892080Notes

Reaction equation

HRID 892080 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.[C:26]1([C:32]2[NH:36][N:35]=[C:34]([NH2:37])[CH:33]=2)[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1.NC1C=CNN=1>O1CCCC1>[F:12][C:8]1[CH:7]=[C:6]2[C:11]([C:3](=[CH:2][NH:37][C:34]3[CH:33]=[C:32]([C:26]4[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=4)[NH:36][N:35]=3)[C:4](=[O:13])[NH:5]2)=[CH:10][CH:9]=1

Participants

6

Reactant 4

HCID 1366553-Amino-5-phenylpyrazole2×HCID 178418806HCID 178418806, compoundHCID 178517101HCID 178517101, compoundHCID 178517312(3Z)-6-fluoro-3-(hydroxymethylidene)-1H-indol-2-one2×

Product 1

HCID 178517310HCID 178517310, 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-phenyl-1H-pyrazol-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 0.065 gms. 5-phenyl-1H-pyrazol-3-ylamine by refluxing in tetrahydrofuran (0.88 mL) to afford the named compound in the amount of 0.0417 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 0.0417 gms

Sources & evidence

ORD record
ord-d1a8c2ee078e43ddb127b3cf4c5dbd1b
Source dataset
uspto-grants-2006_02
Patent number
US07005444B2

Reaction notes

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