Ammonia methanol → HCID 86703934, compound

HRID 1049937Notes

Reaction equation

HRID 1049937 reaction equation
Cl[C:2]1[C:11]2[C:6](=[C:7]([I:13])[CH:8]=[C:9]([Cl:12])[CH:10]=2)[N:5]=[CH:4][N:3]=1.[NH3:14].CO>>[Cl:12][C:9]1[CH:10]=[C:11]2[C:6](=[C:7]([I:13])[CH:8]=1)[N:5]=[CH:4][N:3]=[C:2]2[NH2:14]

Participants

3

Reactant 2

HCID 21705897Ammonia methanolHCID 867039334,6-Dichloro-8-iodoquinazoline

Product 1

HCID 86703934HCID 86703934, compound

Procedure

To 4,6-dichloro-8-iodo-quinazoline (1.00 g, 3.08 mmol) was added 2.4 mL of 7N ammonia/methanol. The mixture was capped and shaken overnight at room temperature. The rxn was then concentrated via rotovap yielding product as a white solid. The product was purified by flash column (2.5-10% Methanol:Dichloromethane), yielding 450 mg of 6-chloro-8-iodo-quinazolin-4-amine 1H NMR (400 MHz, DMSO) δ 8.51-8.45 (s, 1H), 8.45-8.41 (d, J=2.0 Hz, 1H), 8.41-8.35 (d, J=1.9 Hz, 1H), 8.12-7.92 (bs, 2H). LCMS M/Z (M+H)=306.

Workup

  1. customThe mixture was capped
  2. concentrationThe rxn was then concentrated via rotovap
  3. customyielding product as a white solid
  4. customThe product was purified by flash column (2.5-10% Methanol:Dichloromethane)

Sources & evidence

ORD record
ord-71deb2cac5474268927a9f6b143487e5
Source dataset
uspto-grants-2016_07
Patent number
US09382241B2

Reaction notes

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