4-Chloro-6-iodoquinazoline → [3-Chloro-4-(2-pyridylmethoxyl)-phenyl]-(6-iodo-quinazolin-4-yl)-amine hydrochloride salt

HRID 877089Notes

Reaction equation

HRID 877089 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([NH2:17])[CH:5]=[CH:6][C:7]=1[O:8][CH2:9][C:10]1[CH:15]=[CH:14][CH:13]=[C:12](C)[N:11]=1.Cl[C:19]1[C:28]2[C:23](=[CH:24][CH:25]=[C:26]([I:29])[CH:27]=2)[N:22]=[CH:21][N:20]=1>C(O)(C)C>[ClH:1].[Cl:1][C:2]1[CH:3]=[C:4]([NH:17][C:19]2[C:28]3[C:23](=[CH:24][CH:25]=[C:26]([I:29])[CH:27]=3)[N:22]=[CH:21][N:20]=2)[CH:5]=[CH:6][C:7]=1[O:8][CH2:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][N:11]=1

Participants

4

Reactant 2

HCID 111738094-Chloro-6-iodoquinazolineHCID 220552383-Chloro-4-[(6-methylpyridin-2-yl)methoxy]aniline

Product 1

HCID 68153209[3-Chloro-4-(2-pyridylmethoxyl)-phenyl]-(6-iodo-quinazolin-4-yl)-amine hydrochloride saltYield 85.7%

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

500 mg of compound 9.2 (2 mmol) and 580 mg of 4-chloro-6-iodo-quinazoline (2 mmol) were dissolved in isopropanol (10 ml). The reaction mixture was refluxed for 12 hours. The solid product was collected by filtration, washed with cold isopropanol (10 mL) and ether (20 mL), and air dried to afford 450 mg of the clean desired product.

Workup

  1. temperatureThe reaction mixture was refluxed for 12 hours
  2. filtrationThe solid product was collected by filtration
  3. washwashed with cold isopropanol (10 mL) and ether (20 mL), and air
  4. customdried

Sources & evidence

ORD record
ord-7b21f621001841569d1cef5f0d9636a1
Source dataset
uspto-grants-2015_03
Patent number
US08987284B2

Reaction notes

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