3-(Propan-2-yl)-1,2-oxazol-5-amine → 3-(2-Fluoropropan-2-yl)-1,2-oxazol-5-amine

HRID 631286Notes

Reaction equation

HRID 631286 reaction equation
[F:1][C:2]([CH3:9])([CH3:8])[C:3](=O)[CH2:4][C:5]#[N:6].C(C1C=C(N)[O:15][N:14]=1)(C)C>>[F:1][C:2]([C:3]1[CH:4]=[C:5]([NH2:6])[O:15][N:14]=1)([CH3:9])[CH3:8]

Participants

3

Reactant 2

HCID 21152083-(Propan-2-yl)-1,2-oxazol-5-amineHCID 866535074-Fluoro-4-methyl-3-oxopentanenitrile

Product 1

HCID 534020703-(2-Fluoropropan-2-yl)-1,2-oxazol-5-amineYield 71%

Procedure

Prepared from 4-fluoro-4-methyl-3-oxopentanenitrile (6 g, 47 mmol) according to the method described for 3-isopropylisoxazol-5-amine in Example 122A Step 2, to afford 3-(2-fluoropropan-2-yl)isoxazol-5-amine as a light yellow solid (4.83 g, 71%) which was used in the next step without further purification. 1H NMR (300 MHz, CDCl3) δ 5.19 (s, 1H), 4.48 (brs, 2H), 1.68 (d, J=21 Hz, 6H); LC-MS (ESI) m/z 145 (M+H)+.

Sources & evidence

ORD record
ord-2b51dd5d92114780b0c1962d47178569
Source dataset
uspto-grants-2016_04
Patent number
US09320739B2

Reaction notes

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