Diisopropylethylamine → HCID 90038711, compound

HRID 713232Notes

Reaction equation

HRID 713232 reaction equation
Cl[C:2]1[N:3]=[C:4]2[CH:12]=[CH:11][N:10]=[CH:9][C:5]2=[N:6][C:7]=1[Cl:8].[F:13][CH:14]([F:17])[CH2:15][NH2:16].CCN(C(C)C)C(C)C>O1CCOCC1>[Cl:8][C:7]1[N:6]=[C:5]2[CH:9]=[N:10][CH:11]=[CH:12][C:4]2=[N:3][C:2]=1[NH:16][CH2:15][CH:14]([F:17])[F:13]

Participants

5

Reactant 3

HCID 81531DiisopropylethylamineHCID 1362742,2-DifluoroethanamineHCID 231227312,3-Dichloropyrido[3,4-b]pyrazine

Product 1

HCID 90038711HCID 90038711, compoundYield 85%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Conditions

Temperature
70 °C

Procedure

A solution of 2,3-dichloropyrido[3,4-b]pyrazine (50 mg, 0.250 mmol) in dioxane (250 μL) was treated with 2,2-difluoroethanamine (21.0 μL, 0.275 mmol) and DIPEA (131 μL, 0.750 mmol). The resulting reaction mixture was stirred at 70° C. for 1 h then purified by flash silica gel chromatography using a gradient of 0% to 60% EtOAc in hexanes to give the title compound (52 mg, 85%) as a light yellow solid.

Workup

  1. customThe resulting reaction mixture
  2. customthen purified by flash silica gel chromatography

Sources & evidence

ORD record
ord-ecb4e742f3c242258d6f98b527bd9a59
Source dataset
uspto-grants-2015_11
Patent number
US09181249B2

Reaction notes

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