1-Pyrrolidineethanamine → HCID 86703939, compound

HRID 1049942Notes

Reaction equation

HRID 1049942 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][N:5]=[C:4](F)[CH:3]=1.[N:9]1([CH2:14][CH2:15][NH2:16])[CH2:13][CH2:12][CH2:11][CH2:10]1>CN(C)C=O>[Br:1][C:2]1[CH:7]=[CH:6][N:5]=[C:4]([NH:16][CH2:15][CH2:14][N:9]2[CH2:13][CH2:12][CH2:11][CH2:10]2)[CH:3]=1

Participants

4

Reactant 2

HCID 13441-PyrrolidineethanamineHCID 27628514-Bromo-2-fluoropyridine

Product 1

HCID 86703939HCID 86703939, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
100 °C

Procedure

To a 4 mL screw-cap vial was added 4-bromo-2-fluoro-pyridine (100 mg, 0.57 mmol), 2-pyrrolidin-1-ylethanamine (1.1 equiv., 0.63 mmol, 71 mg), and dimethylformamide (0.25 mL). The reaction was capped and shaken at 100° C. for 3 h. TLC showed new spot, with no starting material present. The reaction was concentrated, and 4-bromo-N-(2-pyrrolidin-1-ylethyl)pyridin-2-amine was carried directly on to the Suzuki cross-coupling step.

Workup

  1. customTo a 4 mL screw-cap vial
  2. customThe reaction was capped
  3. concentrationThe reaction was concentrated

Sources & evidence

ORD record
ord-11136efd38834fcea4a578c224523c89
Source dataset
uspto-grants-2016_07
Patent number
US09382241B2

Reaction notes

Loading…