Aniline → HCID 11552725, compound

HRID 2099228Notes

Reaction equation

HRID 2099228 reaction equation
Cl[C:2]1[N:10]=[CH:9][N:8]=[C:7]2[C:3]=1[N:4]=[CH:5][N:6]2[C:11]1[CH:12]=[C:13]([CH:20]=[CH:21][C:22]=1[CH3:23])[C:14]([NH:16][CH:17]1[CH2:19][CH2:18]1)=[O:15].[NH2:24][C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1>O1CCOCC1>[CH:17]1([NH:16][C:14](=[O:15])[C:13]2[CH:20]=[CH:21][C:22]([CH3:23])=[C:11]([N:6]3[CH:5]=[N:4][C:3]4[C:7]3=[N:8][CH:9]=[N:10][C:2]=4[NH:24][C:25]3[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=3)[CH:12]=2)[CH2:19][CH2:18]1

Participants

4

Reactant 2

HCID 6115AnilineHCID 57794379HCID 57794379, compound

Product 1

HCID 11552725HCID 11552725, compoundYield 46.6%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Conditions

Temperature
140 °C

Procedure

The mixture of 3-(6-chloro-purin-9-yl)-N-cyclopropyl-4-methyl-benzamide (10 mg, 0.029 mmol) and aniline (14 mg, 0.15 mmol) in 0.2 mL of dioxane was heated with microwave at 140° C. for 20 minutes. It was then cooled to RT and purified by HPLC give the title compound as an off-white solid (5.2 mg, 46%). HPLC tR=2.09 min; MS m/z 385 [M+H]+.

Workup

  1. temperatureIt was then cooled to RT
  2. custompurified by HPLC

Sources & evidence

ORD record
ord-0c124a29a56a4b74821af6d62590c771
Source dataset
uspto-grants-2009_08
Patent number
US07569571B2

Reaction notes

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