Acetyl bromide → HCID 67050506, compound

HRID 2194788Notes

Reaction equation

HRID 2194788 reaction equation
C(Br)(C)=O.[CH:5]([C:8]1[C:9]([C:18]2[CH:19]=[N:20][C:21]3[C:26]([CH:27]=2)=[CH:25][CH:24]=[CH:23][CH:22]=3)=[N:10][C:11]([O:16]C)=[N:12][C:13]=1[O:14]C)([CH3:7])[CH3:6]>>[CH:5]([C:8]1[C:13](=[O:14])[NH:12][C:11](=[O:16])[NH:10][C:9]=1[C:18]1[CH:19]=[N:20][C:21]2[C:26]([CH:27]=1)=[CH:25][CH:24]=[CH:23][CH:22]=2)([CH3:7])[CH3:6]

Participants

3

Reactant 2

HCID 10482Acetyl bromideHCID 58203484HCID 58203484, compound

Product 1

HCID 67050506HCID 67050506, compoundYield 47.4%

Conditions

Temperature
70 °C

Procedure

In a 10 mL round bottom flask, 1 mL AcBr was added to 3-(5-Isopropyl-2,6-dimethoxy-pyrimidin-4-yl)-quinoline (14 mg, 0.045 mmol). The reaction mixture was heated at 70° C. for 2 hours. The reaction mixture was concentrated down and purified by reverse phase prep HPLC (MeCN/water) to give a white powder (6 mg, 47%). LC-MS shows 280.3 (M−1).

Workup

  1. concentrationThe reaction mixture was concentrated down
  2. custompurified by reverse phase prep HPLC (MeCN/water)

Sources & evidence

ORD record
ord-cc645a165b1c4527b4b84ac082084824
Source dataset
uspto-grants-2012_12
Patent number
US08334295B2

Reaction notes

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