Dichloromethane → 2-Chloro-4-(3,4-dihydroisoquinolin-2(1H)-yl)quinazoline

HRID 2293138Notes

Reaction equation

HRID 2293138 reaction equation
Cl[CH2:2][Cl:3].[CH2:4]1[C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[CH2:7][CH2:6][NH:5]1.C([N:16]([CH2:19][CH3:20])CC)C>>[Cl:3][C:2]1[N:16]=[C:19]([N:5]2[CH2:6][CH2:7][C:8]3[C:13](=[CH:12][CH:11]=[CH:10][CH:9]=3)[CH2:4]2)[C:20]2[C:4](=[CH:13][CH:12]=[CH:11][CH:10]=2)[N:5]=1

Participants

4

Reactant 3

HCID 6344DichloromethaneHCID 70461,2,3,4-TetrahydroisoquinolineHCID 8471Triethylamine

Product 1

HCID 226926412-Chloro-4-(3,4-dihydroisoquinolin-2(1H)-yl)quinazoline

Procedure

10 g Of the compound(50.2 mM) prepared in Preparation 2-1, 70 ml of dichloromethane and 7.8 ml of triethylamine (56 mM) were mixed and 6.4 ml of 1,2,3,4-tetrahydroisoquinoline(50.2 mM) was dropwise added slowly while maintaining the reaction temperature below 10° C., which was stirred at room temperature for 2 hours. The reaction mixture was dried over anhydrous sodium sulfate and concentrated under a reduced pressure. The residue was crystallized to give 14.6 g of the title compound.

Workup

  1. additionwere mixed
  2. temperaturewhile maintaining the reaction temperature below 10° C., which
  3. dry with materialThe reaction mixture was dried over anhydrous sodium sulfate
  4. concentrationconcentrated under a reduced pressure
  5. customThe residue was crystallized

Sources & evidence

ORD record
ord-2edcf17ed01c4c0ca1bb841cb09c39d3
Source dataset
uspto-grants-1997_11
Patent number
US05686458

Reaction notes

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