N-BOC-ethylenediamine → [2-(6-Methoxy-3-nitro-pyridin-2-ylamino)-ethyl]carbamic acid tert-butyl ester

HRID 1801459Notes

Reaction equation

HRID 1801459 reaction equation
Cl[C:2]1[C:7]([N+:8]([O-:10])=[O:9])=[CH:6][CH:5]=[C:4]([O:11][CH3:12])[N:3]=1.[C:13]([NH:20][CH2:21][CH2:22][NH2:23])([O:15][C:16]([CH3:19])([CH3:18])[CH3:17])=[O:14]>>[C:16]([O:15][C:13](=[O:14])[NH:20][CH2:21][CH2:22][NH:23][C:2]1[C:7]([N+:8]([O-:10])=[O:9])=[CH:6][CH:5]=[C:4]([O:11][CH3:12])[N:3]=1)([CH3:19])([CH3:17])[CH3:18]

Participants

3

Reactant 2

HCID 187201N-BOC-ethylenediamineHCID 27950292-Chloro-6-methoxy-3-nitropyridine

Product 1

HCID 68631185[2-(6-Methoxy-3-nitro-pyridin-2-ylamino)-ethyl]carbamic acid tert-butyl esterYield 59%

Procedure

Starting from 2-chloro-6-methoxy-3-nitropyridine (5.0 g; commercial) and N-Boc-ethylenediamine (4.15 mL; commercial), and proceeding in analogy to Example 17, step 17.i, the title compound was obtained as a yellow solid (4.79 g; 59% yield).

Sources & evidence

ORD record
ord-dc4f139e62204eeb8032f1a9324e485c
Source dataset
uspto-grants-2013_01
Patent number
US08349826B2

Reaction notes

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