2-Bromo-3-fluoropyridine → HCID 86601586, compound

HRID 1948858Notes

Reaction equation

HRID 1948858 reaction equation
[C:1]([O:5][C:6](=[O:24])[NH:7][CH2:8][C:9]#[C:10][C:11]1[CH:16]=[CH:15][C:14]([Cl:17])=[CH:13][C:12]=1[C:18](=[O:23])N(OC)C)([CH3:4])([CH3:3])[CH3:2].Br[C:26]1[C:31]([F:32])=[CH:30][CH:29]=[CH:28][N:27]=1>>[Cl:17][C:14]1[CH:15]=[CH:16][C:11]([C:10]#[C:9][CH2:8][NH:7][C:6](=[O:24])[O:5][C:1]([CH3:2])([CH3:3])[CH3:4])=[C:12]([C:18](=[O:23])[C:26]2[C:31]([F:32])=[CH:30][CH:29]=[CH:28][N:27]=2)[CH:13]=1

Participants

3

Reactant 2

HCID 27628032-Bromo-3-fluoropyridineHCID 86601587HCID 86601587, compound

Product 1

HCID 86601586HCID 86601586, compoundYield 45%

Procedure

In a manner similar to that described above for compound 3al, 3-(4-chloro-2-(methoxy(methyl)carbamoyl)phenyl)prop-2-ynylcarbamic acid tert-butyl ester and 2-bromo-3-fluoropyridine were converted to 3am (45% yield): MS m/z=389 (M+H).

Sources & evidence

ORD record
ord-1b9fcd473f814cf7b2a2bbdbba88d265
Source dataset
uspto-grants-2013_03
Patent number
US08399659B2

Reaction notes

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