Triethylamine → HCID 68026282, compound

HRID 1469109Notes

Reaction equation

HRID 1469109 reaction equation
Cl[C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[C:9]([I:12])[CH:10]=2)[N:5]=[CH:4][N:3]=1.[O:13]1[C:18]2[CH:19]=[CH:20][CH:21]=[CH:22][C:17]=2[NH:16][CH2:15][CH2:14]1.C(N(CC)CC)C.N1C2C(=CC=CC=2)C=NC=1>O1CCOCC1>[I:12][C:9]1[CH:10]=[C:11]2[C:6](=[CH:7][CH:8]=1)[N:5]=[CH:4][N:3]=[C:2]2[N:16]1[C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=2[O:13][CH2:14][CH2:15]1

Participants

6

Reactant 4

HCID 8471TriethylamineHCID 9210QuinazolineHCID 5850963,4-Dihydro-2H-1,4-benzoxazineHCID 111738094-Chloro-6-iodoquinazoline

Product 1

HCID 68026282HCID 68026282, compoundYield 40%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

0.75 g of 4-chloro-6-iodoquinazoline, 0.39 g of 3,4-dihydro-2H-benzo-1,4-oxazine and 0.50 ml of triethylamine in 5 ml of dioxane are heated at 80° C. in a flask until the quinazoline has reacted completely (HPLC check, about 24 hours). The cooled reaction solution is evaporated to dryness. The residue is washed by stirring with EA and filtered off with suction, giving 0.35 g of 4-(6-iodoquinazolin-4-yl)-3,4-dihydro-2H-benzo-1,4-oxazine as yellowish solid (yield 40%, content 96%); MS-FAB (M+H+)=390.0; Rf (polar method): 2.36 min.

Workup

  1. customhas reacted completely (HPLC check, about 24 hours)
  2. customThe cooled reaction solution
  3. customis evaporated to dryness
  4. washThe residue is washed
  5. filtrationfiltered off with suction

Sources & evidence

ORD record
ord-3dd8e358f48349b59aa401a6a2b8a268
Source dataset
uspto-grants-2015_04
Patent number
US09006255B2

Reaction notes

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