Stannous Chloride → HCID 69658020, compound

HRID 1831571Notes

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][C@H:18]([CH:21]2[CH2:23][CH2:22]2)[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][C@H:18]([CH:21]2[CH2:22][CH2:23]2)[CH2:19][CH3:20])[C:12]=1[NH2:24]

Participants

Reactant 2

HCID 24479Stannous Chloride

HCID 69657989HCID 69657989, compound

Product 1

HCID 69658020HCID 69658020, compoundYield 92%

Procedure

(S)-[4-(2-Chloro-5-fluoro-4-methoxy-phenyl)-3-nitro-pyridin-2-yl]-(1-cyclopropyl-propyl)-amine (30 mg, 0.08 mmol) and SnCl2 (44 mg, 0.23 mmol) were treated substantially as described in Part D of Example 74a to yield 25 mg (92%) of (S)-4-(2-chloro-5-fluoro-4-methoxy-phenyl)-N2-(1-cyclopropyl-propyl)-pyridine-2,3-diamine.

Sources & evidence

ORD record: ord-a4741d35f5744ff089ae690a6840c213
Source dataset: uspto-grants-2006_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07067658B2

Reaction notes

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