Hydrochloric Acid → HCID 86762192, compound

HRID 1914869Notes

Reaction equation

HRID 1914869 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:9]2[C:14]([N+:15]([O-])=O)=[C:13]([O:18][CH3:19])[CH:12]=[C:11]([F:20])[C:10]=2[F:21])=[C:4]([F:22])[CH:3]=1.Cl>[Zn]>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:9]2[C:14]([NH2:15])=[C:13]([O:18][CH3:19])[CH:12]=[C:11]([F:20])[C:10]=2[F:21])=[C:4]([F:22])[CH:3]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 86671487HCID 86671487, compound

Product 1

HCID 86762192HCID 86762192, compoundYield 85%

Reagents, catalysts & solvents 1

HCID 23994ZincCatalyst

Procedure

Intermediate I-6a was prepared from (4-bromo-2-fluoro-phenyl)-(2,3-difluoro-5-methoxy-6-nitro-phenyl)-amine (I-4a: 16 g, 0.0425 mol), zinc powder (19.6 g, 0.298 mmol) and concentrated HCl (45 mL) using procedures analogous the preparation of Intermediate (I-5a) above to afford the product (85% yield). H1NMR (CDCl3, 300 MHz): δ 7.24 (dd, 1H), 7.06 (dt, 1H), 6.66-6.58 (m, 1H), 6.36 (t, 1H), 5.36 (s, 1H), 3.82 (s, 3H).

Workup

  1. customanalogous the preparation of Intermediate (I-5a) above

Sources & evidence

ORD record
ord-b9f9e702b14548e48cebd45134d31b1a
Source dataset
uspto-grants-2013_12
Patent number
US08614239B2

Reaction notes

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