HCID 24748349, compound → HCID 16110666, compound

HRID 605660Notes

Reaction equation

HRID 605660 reaction equation
C[O:2][C:3]1[N:8]=[C:7]([C:9]2[O:13][C:12]([C:14](=[O:27])[CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=3)=[N:11][CH:10]=2)[CH:6]=[C:5]([O:28]C)[N:4]=1>CCOC(C)=O>[C:21]1([CH2:20][CH2:19][CH2:18][CH2:17][CH2:16][CH2:15][C:14]([C:12]2[O:13][C:9]([C:7]3[NH:8][C:3](=[O:2])[NH:4][C:5](=[O:28])[CH:6]=3)=[CH:10][N:11]=2)=[O:27])[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1

Participants

3

Reactant 1

HCID 24748349HCID 24748349, compound

Product 1

HCID 16110666HCID 16110666, compoundYield 90%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

The title compound was prepared from 1-(5-(2,6-dimethoxypyrimidin-4-yl)oxazol-2-yl)-7-phenylheptan-1-one (20 mg, 0.051 mmol) following General Procedure H. Flash chromatography (EtOAc) yielded the title compound as a white solid (16 mg, 90%): 1H NMR (CDCl3/CD3OD, 500 MHz) δ 7.92 (s, 1H), 7.28-7.24 (m, 2H), 7.18-7.15 (m, 3H), 6.19 (s, 1H), 3.06 (t, 2H, J=7.4 Hz), 2.58 (t, 2H, J=7.7 Hz), 1.73 (quintet, 2H, J=7.3 Hz), 1.61 (quintet, 2H, J=7.4 Hz), 1.38-1.36 (m, 4H); 13C NMR (CDCl3, 125 MHz) δ 188.3, 163.8, 158.0, 151.7, 144.9, 142.5, 139.1, 129.8, 128.3, 128.1, 125.5, 98.8, 39.2, 35.7, 31.1, 28.81, 28.78, 23.5; MALDI-FTMS m/z 368.1595 (M+H+, C20H22N3O4, requires 368.1605).

Sources & evidence

ORD record
ord-68732565c39649399dbc1a18ee5a43b1
Source dataset
uspto-grants-2011_03
Patent number
US07915270B2

Reaction notes

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