2-Chloro-6-methoxy-3-nitropyridine → HCID 68631941, compound

HRID 1801460Notes

Reaction equation

HRID 1801460 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]([O:17][C:18](=[O:25])[NH:19][CH2:20][C@@H:21]([OH:24])[CH2:22][NH2:23])([CH3:16])([CH3:15])[CH3:14]>>[C:13]([O:17][C:18](=[O:25])[NH:19][CH2:20][C@@H:21]([OH:24])[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)([CH3:16])([CH3:14])[CH3:15]

Participants

3

Reactant 2

HCID 27950292-Chloro-6-methoxy-3-nitropyridineHCID 86639750(3-Amino-2-hydroxy-propyl)-carbamic acid tert-butyl ester

Product 1

HCID 68631941HCID 68631941, compoundYield 86%

Procedure

Starting from 2-chloro-6-methoxy-3-nitropyridine (5.4 g; commercial) and ((S)-3-amino-2-hydroxy-propyl)-carbamic acid tert-butyl ester (5.3 g, 1 eq.; prepared according to Adv. Synth. Catal. 2004, 346, 1195) and proceeding in analogy to Example 17, step 17.i, the title compound was obtained as a yellow solid (8.20 g; 86% yield).

Sources & evidence

ORD record
ord-488459f5b77149dcb762f902d097d189
Source dataset
uspto-grants-2013_01
Patent number
US08349826B2

Reaction notes

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