Diisopropylethylamine → HCID 86686627, compound

HRID 627321Notes

Reaction equation

HRID 627321 reaction equation
[Br:1][C:2]1[C:3](Cl)=[N:4][C:5]([Cl:8])=[N:6][CH:7]=1.[NH2:10][C:11]1[CH:16]=[CH:15][C:14]([C:17]([CH3:21])([CH3:20])[C:18]#[N:19])=[CH:13][CH:12]=1.C(N(C(C)C)CC)(C)C>C(#N)C>[Br:1][C:2]1[C:3]([NH:10][C:11]2[CH:12]=[CH:13][C:14]([C:17]([CH3:21])([CH3:20])[C:18]#[N:19])=[CH:15][CH:16]=2)=[N:4][C:5]([Cl:8])=[N:6][CH:7]=1

Participants

5

Reactant 3

HCID 81531DiisopropylethylamineHCID 2899735-Bromo-2,4-dichloropyrimidineHCID 100578012-(4-Aminophenyl)-2-methylpropanenitrile

Product 1

HCID 86686627HCID 86686627, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

5-Bromo-2,4-dichloropyrimidine (1.37 gm, 6 mmol), 2-(4-aminophenyl)-2-methylpropanenitrile (0.96 gm, 6 mmol) and diisopropyl ethylamine (1.6 mL, 9 mmol) were combined in 30 ml acetonitrile and stirred for 16 hr at RT. LC/MS at 16 hr indicated reaction was complete. Organics were washed sequentially with 1M citric acid solution, water, then brine. Organics were dried over sodium sulfate then decanted and evaporated to yield a crude material which was carried on as-is in the next step. (1.45 gm, 69%). MS m/z 353.3 (M+H)

Workup

  1. waitLC/MS at 16 hr indicated
  2. customreaction
  3. washOrganics were washed sequentially with 1M citric acid solution, water
  4. dry with materialOrganics were dried over sodium sulfate
  5. customthen decanted
  6. customevaporated

Sources & evidence

ORD record
ord-cef3776de91145e0aecb32a04bc205de
Source dataset
uspto-grants-2016_04
Patent number
US09309252B2

Reaction notes

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