HCID 22052227, compound → HCID 69658055, compound

HRID 1831594Notes

Reaction equation

HRID 1831594 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([N:8]([CH3:10])[CH3:9])[C:5]([F:11])=[CH:4][C:3]=1[C:12]1[CH:17]=[CH:16][N:15]=[C:14]([NH:18][CH:19]([CH2:22][O:23][CH3:24])[CH2:20][CH3:21])[C:13]=1[N+:25]([O-])=O.Cl[Sn]Cl.O>>[Cl:1][C:2]1[CH:7]=[C:6]([N:8]([CH3:9])[CH3:10])[C:5]([F:11])=[CH:4][C:3]=1[C:12]1[CH:17]=[CH:16][N:15]=[C:14]([NH:18][CH:19]([CH2:22][O:23][CH3:24])[CH2:20][CH3:21])[C:13]=1[NH2:25]

Participants

3

Reactant 2

HCID 22052227HCID 22052227, compoundHCID 43835034Tin dichloride dihydrate

Product 1

HCID 69658055HCID 69658055, compoundYield 107.6%

Procedure

[4-(2-Chloro-4-dimethylamino-5-fluoro-phenyl)-3-nitro-pyridin-2-yl]-(1-methoxymethyl-propyl)-amine (30.0 mg, 0.076 mmol) and SnCl2.H2O (43.2 mg, 0.23 mmol) were treated substantially as described in Part D of Example 74a to yield 30 mg (100% crude) of 4-(2-Chloro-4-dimethylamino-5-fluoro-phenyl)-N2-(1-methoxymethyl-propyl)-pyridine-2,3-diamine: MS (EI) m/z 367.23 [(M+H)+, 100].

Sources & evidence

ORD record
ord-594f27a854834b7f853557b3f01a48e2
Source dataset
uspto-grants-2006_06
Patent number
US07067658B2

Reaction notes

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