6-Bromopyridin-3-amine → HCID 24783666, compound

HRID 1984678Notes

Reaction equation

HRID 1984678 reaction equation
[C:1]([C:3]1[C:4]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)=[N:5][O:6][C:7]=1[CH3:8])#[CH:2].[NH2:15][C:16]1[CH:17]=[N:18][C:19](Br)=[CH:20][CH:21]=1>>[CH3:8][C:7]1[O:6][N:5]=[C:4]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[C:3]=1[C:1]#[C:2][C:19]1[N:18]=[CH:17][C:16]([NH2:15])=[CH:21][CH:20]=1

Participants

3

Reactant 2

HCID 6428116-Bromopyridin-3-amineHCID 534346474-Ethynyl-5-methyl-3-phenyl-isoxazole

Product 1

HCID 24783666HCID 24783666, compoundYield 49%

Procedure

As described for example 11c, 4-ethynyl-5-methyl-3-phenyl-isoxazole (92 mg, 0.50 mmol) was converted (using 3-amino-6-bromopyridine instead of 2-chloro-4-iodopyridine) to the title compound (SiO2, heptane:ethyl acetate=95:5 to 0:100, 68 mg, 49%) which was obtained as a light brown foam. MS: m/e=276.3 [M+H]+.

Sources & evidence

ORD record
ord-e710d95984984393bfae52f980198bee
Source dataset
uspto-grants-2009_06
Patent number
US07544704B2

Reaction notes

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