1-(Phenylmethyl)-1H-indazol-5-amine → 1-benzyl-1H-indazol-5-yl(7-iodoquinazolin-4-yl)-amine hydrochloride

HRID 2306707Notes

Reaction equation

HRID 2306707 reaction equation
[Cl:1][C:2]1[C:11]2[C:6](=[CH:7][C:8]([I:12])=[CH:9][CH:10]=2)[N:5]=[CH:4][N:3]=1.[CH2:13]([N:20]1[C:28]2[C:23](=[CH:24][C:25]([NH2:29])=[CH:26][CH:27]=2)[CH:22]=[N:21]1)[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1>C(#N)C>[ClH:1].[CH2:13]([N:20]1[C:28]2[C:23](=[CH:24][C:25]([NH:29][C:2]3[C:11]4[C:6](=[CH:7][C:8]([I:12])=[CH:9][CH:10]=4)[N:5]=[CH:4][N:3]=3)=[CH:26][CH:27]=2)[CH:22]=[N:21]1)[C:14]1[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=1

Participants

4

Reactant 2

HCID 2120691-(Phenylmethyl)-1H-indazol-5-amineHCID 218748024-Chloro-7-iodoquinazoline

Product 1

HCID 219521701-benzyl-1H-indazol-5-yl(7-iodoquinazolin-4-yl)-amine hydrochlorideYield 76.7%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

4-Chloro-7-iodoquinazoline (0.42 g) was treated with 1-benzyl-1H-indazol-5-ylamine (0.323 g) in acetonitrile (20 ml) at reflux under nitrogen for 18 hours (Procedure A). The mixture was cooled and filtered to give the title compound (0.57 g); m/z (M+1+) 478.

Workup

  1. temperatureat reflux under nitrogen for 18 hours (Procedure A)
  2. temperatureThe mixture was cooled
  3. filtrationfiltered

Sources & evidence

ORD record
ord-67c4981d732b457285708a44f2532482
Source dataset
uspto-grants-2004_12
Patent number
US06828320B2

Reaction notes

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