(5S)-5-(Aminomethyl)pyrrolidin-2-one → HCID 86696454, compound

HRID 870748Notes

Reaction equation

HRID 870748 reaction equation
[NH2:1][CH2:2][C@H:3]1[NH:7][C:6](=[O:8])[CH2:5][CH2:4]1.[Br:9][C:10]1[N:14]2[N:15]=[C:16](F)[CH:17]=[CH:18][C:13]2=[N:12][CH:11]=1>>[Br:9][C:10]1[N:14]2[N:15]=[C:16]([NH:1][CH2:2][C@H:3]3[NH:7][C:6](=[O:8])[CH2:5][CH2:4]3)[CH:17]=[CH:18][C:13]2=[N:12][CH:11]=1

Participants

3

Reactant 2

HCID 14143191(5S)-5-(Aminomethyl)pyrrolidin-2-oneHCID 866963183-Bromo-6-fluoroimidazo[1,2-b]pyridazine

Product 1

HCID 86696454HCID 86696454, compoundYield 62%

Procedure

The (S)-5-(aminomethyl)pyrrolidin-2-one was reacted with 3-bromo-6-fluoroimidazo[1,2-b]pyridazine under the amine displacement conditions described in example 5.6.42, Part A, to obtain the titled in 62% yield. 1H NMR (400 MHz, METHANOL-d4) δ ppm 1.90-2.04 (m, 1H) 2.24-2.50 (m, 3H) 3.46-3.56 (m, 2H) 4.09 (quin, J=5.84 Hz, 1H) 6.74 (d, J=9.70 Hz, 1H) 7.43 (s, 1H) 7.60 (d, J=9.70 Hz, 1H); LRMS (ESI) m/310.0 doublet [(M+H)+, calcd for C11H12BrN5O 309.0].

Workup

  1. customto obtain the

Sources & evidence

ORD record
ord-5fc4842091f74440a0af22c838b11a72
Source dataset
uspto-grants-2015_03
Patent number
US08969565B2

Reaction notes

Loading…