Tert-Butylamine → HCID 19032352, compound

HRID 266156Notes

Reaction equation

HRID 266156 reaction equation
Cl[CH2:2][C:3]1[N:12]=[C:11]([C:13]2[CH:18]=[CH:17][C:16]([O:19][CH3:20])=[C:15]([O:21][CH3:22])[CH:14]=2)[C:10]2[C:5](=[CH:6][C:7]([O:25][CH3:26])=[C:8]([O:23][CH3:24])[CH:9]=2)[N:4]=1.[C:27]([NH2:31])([CH3:30])([CH3:29])[CH3:28]>ClCCl>[C:27]([NH:31][CH2:2][C:3]1[N:12]=[C:11]([C:13]2[CH:18]=[CH:17][C:16]([O:19][CH3:20])=[C:15]([O:21][CH3:22])[CH:14]=2)[C:10]2[C:5](=[CH:6][C:7]([O:25][CH3:26])=[C:8]([O:23][CH3:24])[CH:9]=2)[N:4]=1)([CH3:30])([CH3:29])[CH3:28]

Participants

4

Reactant 2

HCID 6385Tert-ButylamineHCID 107856562-Chloromethyl-4-(3,4-dimethoxyphenyl)-6,7-dimethoxyquinazoline

Product 1

HCID 19032352HCID 19032352, compoundYield 40%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A mixture of 2-chloromethyl-4-(3,4-dimethoxyphenyl)-6,7-dimethoxyquinazoline (1.78 g), tert-butylamine (17.4 g) and dichloromethane (40 ml) was stirred at room temperature for 13 hours. The reaction mixture was washed with water, dried over magnesium sulfate, and concentrated under reduced pressure. The residue was subjected to column chromatography on silica gel. The fractions eluted with dichloromethane-ethanol (30:1, v/v) gave 2-(tert-butylaminomethyl)-4-(3,4-dimethoxyphenyl)-6,7-dimethoxyquinazoline (0.77 g, 40%). This compound was recrystallized from ethyl acetate - hexane. Colorless prisms, mp. 120°-122° C.

Workup

  1. washThe reaction mixture was washed with water
  2. dry with materialdried over magnesium sulfate
  3. concentrationconcentrated under reduced pressure
  4. washThe fractions eluted with dichloromethane-ethanol (30:1

Sources & evidence

ORD record
ord-9387d79ecbcb40b29b9940e58460e595
Source dataset
uspto-grants-1997_07
Patent number
US05650410

Reaction notes

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