Triethylamine → (R)-(4-Chloro-3-nitropyridin-2-yl)-(1-methoxymethyl-propyl)-amine

HRID 1831575Notes

Reaction equation

Cl[C:2]1[C:7]([N+:8]([O-:10])=[O:9])=[C:6]([Cl:11])[CH:5]=[CH:4][N:3]=1.CCN(CC)CC.[CH3:19][O:20][CH2:21][C@H:22]([NH2:25])[CH2:23][CH3:24]>CCO>[Cl:11][C:6]1[CH:5]=[CH:4][N:3]=[C:2]([NH:25][C@@H:22]([CH2:21][O:20][CH3:19])[CH2:23][CH3:24])[C:7]=1[N+:8]([O-:10])=[O:9]

Participants

Conditions

Temperature: 60 °C

Procedure

2,4-Dichloro-3-nitropyridine (1.0 g, 5,18 mmol) was dissolved in EtOH (20 mL), followed by the addition of Et3N (1.05 g, 10.4 mmol) and (R)-1-methoxymethyl-propylamine (0.72 g, 5.18 mmol) and the reaction was heated at 60° C. for 3 h. The reaction was concentrated in vacuo to yield 2.09 g of (R)-(4-chloro-3-nitro-pyridin-2-yl)-(1-methoxymethyl-propyl)-amine as a crude viscous oil: MS (AP) m/z 259.69 [(M+H)+, 97].

Workup

concentrationThe reaction was concentrated in vacuo

Sources & evidence

ORD record: ord-a485b3e43d9045a3a396e5691b1ad9f3
Source dataset: uspto-grants-2006_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07067658B2

Reaction notes

Loading…