Stannous Chloride → HCID 69658372, compound

HRID 1831574Notes

Reaction equation

[Cl:1][C:2]1[CH:7]=[C:6]([O:8][CH3:9])[C:5]([F:10])=[CH:4][C:3]=1[C:11]1[CH:16]=[CH:15][N:14]=[C:13]([NH:17][CH:18]([CH2:21][O:22][CH3:23])[CH2:19][CH3:20])[C:12]=1[N+:24]([O-])=O.Cl[Sn]Cl>>[Cl:1][C:2]1[CH:7]=[C:6]([O:8][CH3:9])[C:5]([F:10])=[CH:4][C:3]=1[C:11]1[CH:16]=[CH:15][N:14]=[C:13]([NH:17][CH:18]([CH2:21][O:22][CH3:23])[CH2:19][CH3:20])[C:12]=1[NH2:24]

Participants

Reactant 2

HCID 24479Stannous Chloride

HCID 22052163HCID 22052163, compound

Product 1

HCID 69658372HCID 69658372, compoundYield 94.2%

Procedure

[4-(2-Chloro-5-fluoro-4-methoxy-phenyl)-3-nitro-pyridin-2-yl]-(1-methoxymethyl-propyl)-amine (35 mg, 0.09 mmol) and SnCl2 (51 mg, 0.27 mmol) were treated substantially as described in Part D of Example 74a to yield 30 mg (94%) of 4-(2-Chloro-5-fluoro-4-methoxy-phenyl)-N2-(1-methoxymethyl-propyl)-pyridine-2,3-diamine: MS (EI) m/z 354.22 [(M+H)+, 100].

Sources & evidence

ORD record: ord-796d4c92e0054afb89c9099cc149e81e
Source dataset: uspto-grants-2006_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07067658B2

Reaction notes

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