1-(Phenylmethyl)-1H-indazol-5-amine → HCID 22609849, compound

HRID 1936820Notes

Reaction equation

HRID 1936820 reaction equation
[Cl:1][C:2]1[C:11]2[C:6](=[CH:7][C:8]([C:12]3[O:13][C:14]([CH3:17])=[N:15][N:16]=3)=[CH:9][CH:10]=2)[N:5]=[CH:4][N:3]=1.[CH2:18]([N:25]1[C:33]2[C:28](=[CH:29][C:30]([NH2:34])=[CH:31][CH:32]=2)[CH:27]=[N:26]1)[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1>C(#N)C>[ClH:1].[CH2:18]([N:25]1[C:33]2[C:28](=[CH:29][C:30]([NH:34][C:2]3[C:11]4[C:6](=[CH:7][C:8]([C:12]5[O:13][C:14]([CH3:17])=[N:15][N:16]=5)=[CH:9][CH:10]=4)[N:5]=[CH:4][N:3]=3)=[CH:31][CH:32]=2)[CH:27]=[N:26]1)[C:19]1[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=1

Participants

4

Reactant 2

HCID 2120691-(Phenylmethyl)-1H-indazol-5-amineHCID 22609834HCID 22609834, compound

Product 1

HCID 22609849HCID 22609849, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

The crude solid 4-Chloro-7-(5-Methyl-[1,3,4]oxadiazol-2-yl)-quinazoline was suspended in dry acetonitrile. 1-Benzyl-1H-indazol-5-ylamine (0.03 g) was added and the mixture heated at reflux for 18 hours under nitrogen (Procedure A). The mixture was cooled and the title compound collected by filtration; δH [2H6]DMSO 11.82(1H,bs), 9.08(1H,s), 8.99(1H,s), 8.47(1H,s), 8.44(1H,d), 8.37(1H,s), 8.17(1H,s), 7.89(1H,d), 7.72(1H,d), 7.35(5H,m), 5.80(2H,s) 2.72 (3H,s); m/z (M+1+) 434.

Workup

  1. temperaturethe mixture heated
  2. temperatureat reflux for 18 hours under nitrogen (Procedure A)
  3. temperatureThe mixture was cooled
  4. filtrationthe title compound collected by filtration

Sources & evidence

ORD record
ord-251a5853463e46eeb8dccb4772ace30b
Source dataset
uspto-grants-2002_05
Patent number
US06391874B1

Reaction notes

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