3-(Pyridin-2-yl)propan-1-amine → HCID 58346329, compound

HRID 1941771Notes

Reaction equation

HRID 1941771 reaction equation
[NH2:1][C:2]1[C:11]([F:12])=[C:10](F)[C:9]2[O:14][CH2:15][C:16]([CH3:18])([CH3:17])[N:7]3[C:8]=2[C:3]=1[C:4](=[O:21])[C:5]([C:19]#[N:20])=[CH:6]3.[N:22]1[CH:27]=[CH:26][CH:25]=[CH:24][C:23]=1[CH2:28][CH2:29][CH2:30][NH2:31]>CS(C)=O>[NH2:1][C:2]1[C:11]([F:12])=[C:10]([NH:31][CH2:30][CH2:29][CH2:28][C:23]2[CH:24]=[CH:25][CH:26]=[CH:27][N:22]=2)[C:9]2[O:14][CH2:15][C:16]([CH3:18])([CH3:17])[N:7]3[C:8]=2[C:3]=1[C:4](=[O:21])[C:5]([C:19]#[N:20])=[CH:6]3

Participants

4

Reactant 2

HCID 31596143-(Pyridin-2-yl)propan-1-amineHCID 58346342HCID 58346342, compound

Product 1

HCID 58346329HCID 58346329, compoundYield 29.1%

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Conditions

Temperature
120 °C

Procedure

To a solution of 12 (250 mg, 0.86 mmol) in 4 ml of DMSO, 268 mg (1.98 mmol) of 3-(pyridin-2-yl)propan-1-amine were added. The reaction mixture was heated to 120° C. for 5 h. After cooling, the reaction mixture was freeze dried to remove DMSO and the remaining solid was purified by preparative HPLC to give the title compound as a yellow solid (102 mg, 29% yield).

Workup

  1. temperatureAfter cooling
  2. customdried
  3. customto remove DMSO
  4. customthe remaining solid was purified by preparative HPLC

Sources & evidence

ORD record
ord-aed92f7c15fe444e8611d464f47606ef
Source dataset
uspto-grants-2013_03
Patent number
US08389514B2

Reaction notes

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