Isopropylamine → 6-Methyl-N-(1-methylethyl)-5-nitro-2-pyridinamine

HRID 391809Notes

Reaction equation

HRID 391809 reaction equation
Cl[C:2]1[N:7]=[C:6]([CH3:8])[C:5]([N+:9]([O-:11])=[O:10])=[CH:4][CH:3]=1.[CH:12]([NH2:15])([CH3:14])[CH3:13]>>[CH:12]([NH:15][C:2]1[CH:3]=[CH:4][C:5]([N+:9]([O-:11])=[O:10])=[C:6]([CH3:8])[N:7]=1)([CH3:14])[CH3:13]

Participants

3

Reactant 2

HCID 6363IsopropylamineHCID 2531236-Chloro-2-methyl-3-nitropyridine

Product 1

HCID 667193636-Methyl-N-(1-methylethyl)-5-nitro-2-pyridinamine

Procedure

6-Chloro-2-methyl-3-nitro-pyridine (0.5 g) was treated with isopropyl amine according to General Procedure U to give isopropyl-(6-methyl-5-nitro-pyridin-2-yl)-amine LCMS (m/z): 196. This was reduced under hydrogen atmosphere according to General Procedure Z to give N*2*-Isopropyl-6-methyl-pyridine-2,5-diamine (0.35 g), LCMS (m/z): 166. This was converted to 6-isopropylamino-2-methyl-pyridine-3-sulfonyl chloride according to General Procedure AA.

Sources & evidence

ORD record
ord-f83a10ae29854978aa3699491c81923e
Source dataset
uspto-grants-2013_02
Patent number
US08383644B2

Reaction notes

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