5-(1-Methoxy-2-methylpropan-2-yl)-1,2-oxazol-3-amine → Phenyl 5-(1-methoxy-2-methylpropan-2-yl)isoxazol-3-ylcarbamate

HRID 631422Notes

Reaction equation

HRID 631422 reaction equation
[CH3:1][O:2][CH2:3][C:4]([C:7]1[O:11][N:10]=[C:9]([NH2:12])[CH:8]=1)([CH3:6])[CH3:5].C(C1C=C(N[C:22](=[O:30])[O:23][C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)ON=1)(C)C>>[CH3:1][O:2][CH2:3][C:4]([C:7]1[O:11][N:10]=[C:9]([NH:12][C:22](=[O:30])[O:23][C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)[CH:8]=1)([CH3:6])[CH3:5]

Participants

3

Reactant 2

HCID 133396145-(1-Methoxy-2-methylpropan-2-yl)-1,2-oxazol-3-amineHCID 13489689Phenyl 3-isopropylisoxazol-5-ylcarbamate

Product 1

HCID 66876428Phenyl 5-(1-methoxy-2-methylpropan-2-yl)isoxazol-3-ylcarbamateYield 98%

Procedure

Prepared from 5-(1-methoxy-2-methylpropan-2-yl)isoxazol-3-amine (30 mg, 0.176 mmol) according to the method described for phenyl 3-isopropylisoxazol-5-ylcarbamate in Example 122A Step 3, to afford phenyl 5-(1-methoxy-2-methylpropan-2-yl)isoxazol-3-ylcarbamate as an oil (50 mg, 98%). 1H NMR (300 MHz, CDCl3) δ 8.04 (brs, 1H), 7.42-7.43 (m, 2H), 7.31 (m, 1H), 7.18-7.21 (m, 2H), 6.63 (s, 1H), 3.45 (s, 2H), 3.33 (s, 3H), 1.35 (s, 6H).

Sources & evidence

ORD record
ord-8212d6ac06c642a2aea260f6dbbb07e9
Source dataset
uspto-grants-2016_04
Patent number
US09320739B2

Reaction notes

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