Butylamine → HCID 24786193, compound

HRID 1023910Notes

Reaction equation

HRID 1023910 reaction equation
[CH2:1]([C:3]1[CH:16]=[CH:15][C:6]([O:7][C:8]2[CH:13]=[CH:12][CH:11]=[C:10](F)[N:9]=2)=[C:5]([O:17][CH3:18])[CH:4]=1)[CH3:2].[CH2:19]([NH2:23])[CH2:20][CH2:21][CH3:22]>>[CH2:19]([NH:23][C:10]1[CH:11]=[CH:12][CH:13]=[C:8]([O:7][C:6]2[CH:15]=[CH:16][C:3]([CH2:1][CH3:2])=[CH:4][C:5]=2[O:17][CH3:18])[N:9]=1)[CH2:20][CH2:21][CH3:22]

Participants

3

Reactant 2

HCID 8007ButylamineHCID 24785925HCID 24785925, compound

Product 1

HCID 24786193HCID 24786193, compound

Conditions

Temperature
80 °C

Procedure

To 2-(4-ethyl-2-methoxyphenoxy)-6-fluoropyridine (94 mg; 0.32 mmol), under argon, was added butylamine (0.5 mL). The reaction was heated to 80° C. for 18 hours. The mixture was concentrated in vacuo. After quenching with saturated NaHCO3 (10 mL), extractions with dichloromethane (3*5 mL), the organic phase was dried over NaSO4, and concentrated in vacuo to give the title compound as a light brown oil used without further purification (87 mg; 0.29 mmol; 89%).

Workup

  1. concentrationThe mixture was concentrated in vacuo
  2. customAfter quenching with saturated NaHCO3 (10 mL), extractions with dichloromethane (3*5 mL)
  3. dry with materialthe organic phase was dried over NaSO4
  4. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-80982f732795469dad61c03557fb06db
Source dataset
uspto-grants-2014_05
Patent number
US08722746B2

Reaction notes

Loading…