3-(Propan-2-yl)-1,2-oxazol-5-amine → 3-(1-Methoxy-2-methylpropan-2-YL)isoxazol-5-amine

HRID 631417Notes

Reaction equation

HRID 631417 reaction equation
[CH3:1][O:2][CH2:3][C:4]([CH3:11])([CH3:10])[C:5](=O)[CH2:6][C:7]#[N:8].C(C1C=C(N)[O:17][N:16]=1)(C)C>>[CH3:1][O:2][CH2:3][C:4]([C:5]1[CH:6]=[C:7]([NH2:8])[O:17][N:16]=1)([CH3:11])[CH3:10]

Participants

3

Reactant 2

HCID 21152083-(Propan-2-yl)-1,2-oxazol-5-amineHCID 108989285-Methoxy-4,4-dimethyl-3-oxopentanenitrile

Product 1

HCID 534418093-(1-Methoxy-2-methylpropan-2-YL)isoxazol-5-amineYield 69%

Procedure

Prepared from 5-methoxy-4,4-dimethyl-3-oxopentanenitrile (500 mg, 3.22 mmol) according to the method described for 3-isopropylisoxazol-5-amine in Example 122A Step 2, to afford 3-(1-methoxy-2-methylpropan-2-yl)isoxazol-5-amine as a orange oil (380 mg, 69%) which was used in the next step without further purification. 1H NMR (300 MHz, CDCl3) δ 5.08 (s, 1H), 4.41 (brs, 2H), 3.39 (s, 2H), 3.35 (s, 3H), 1.28 (s, 6H).

Sources & evidence

ORD record
ord-b17a9705a2fc45f7a2cc535496261521
Source dataset
uspto-grants-2016_04
Patent number
US09320739B2

Reaction notes

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