N-bromobutanimide → HCID 86654218, compound

HRID 1896637Notes

Reaction equation

HRID 1896637 reaction equation
[Cl:1][C:2]1[C:3]([O:9][CH2:10][C:11]([F:14])([F:13])[F:12])=[N:4][CH:5]=[C:6]([NH2:8])[CH:7]=1.[Br:15]N1C(=O)CCC1=O>C(#N)C>[Br:15][C:5]1[C:6]([NH2:8])=[CH:7][C:2]([Cl:1])=[C:3]([O:9][CH2:10][C:11]([F:13])([F:14])[F:12])[N:4]=1

Participants

4

Reactant 2

HCID 67184N-bromobutanimideHCID 67135536HCID 67135536, compound

Product 1

HCID 86654218HCID 86654218, compoundYield 100.2%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

3-Chloro-5-amino-2-(2,2,2-trifluoroethoxy)-pyridine (3.05 g) obtained in Step B was brominated with N-bromosuccinimide (2.4 g) in acetonitrile (68 ml) as described in Example 14, Step C to give 2-bromo-5-chloro-6-trifluoroethoxy-pyridin-3-yl-amine (4.12 g) as a red oil. MS (ES+) 305/307/309 (MH+); 346/348/350 (MH++CH3CN); 1H NMR (400 MHz, CDCl3) 3.80 (br s, 2H), 4.65 (q, 2H), 7.10 (s, 1H).

Sources & evidence

ORD record
ord-96894b3986a1491399ffef0efe495791
Source dataset
uspto-grants-2013_08
Patent number
US08518971B2

Reaction notes

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