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

HRID 879710Notes

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

Reactant 2

HCID 6363Isopropylamine

HCID 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-852d27696f6946f1946a32c8177944ff
Source dataset: uspto-grants-2015_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08987295B2

Reaction notes

Loading…