1-(Phenylmethyl)-1H-indazol-5-amine → (1-Benzylindazol-5-yl)-(6-iodoquinazolin-4-yl)-amine hydrochloride

HRID 51129

Reaction equation

HRID 51129 reaction equation
[Cl:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[C:9]([I:12])[CH:10]=2)[N:5]=[CH:4][N:3]=1.[NH2:13][C:14]1[CH:15]=[C:16]2[C:20](=[CH:21][CH:22]=1)[N:19]([CH2:23][C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1)[N:18]=[CH:17]2>C(#N)C>[ClH:1].[CH2:23]([N:19]1[C:20]2[C:16](=[CH:15][C:14]([NH:13][C:2]3[C:11]4[C:6](=[CH:7][CH:8]=[C:9]([I:12])[CH:10]=4)[N:5]=[CH:4][N:3]=3)=[CH:22][CH:21]=2)[CH:17]=[N:18]1)[C:24]1[CH:25]=[CH:26][CH:27]=[CH:28][CH:29]=1

Participants

4

Reactant 2

HCID 2120691-(Phenylmethyl)-1H-indazol-5-amineHCID 111738094-Chloro-6-iodoquinazoline

Product 1

HCID 21952130(1-Benzylindazol-5-yl)-(6-iodoquinazolin-4-yl)-amine hydrochlorideYield 92%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

Prepared according to Procedure A from 4-chloro-6-iodoquinazoline (5.8 g) was treated with 5-amino-1-benzyl-1H-indazole (3.90 g) in acetonitrile (500 ml) at reflux under N2 for 18 hours. Subsequent cooling and filtration gave the title compound (8.26 g); m/z (M+1)+478.

Workup

  1. customPrepared
  2. temperatureat reflux under N2 for 18 hours
  3. temperatureSubsequent cooling
  4. filtrationfiltration

Sources & evidence

ORD record
ord-9d90ed422acc4763921bfa34724190ec
Source dataset
uspto-grants-2004_03
Patent number
US06713485B2

Linked notes

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