HCID 24748380, compound → HCID 16110723, compound

HRID 605662Notes

Reaction equation

HRID 605662 reaction equation
C[O:2][C:3]1[N:8]=[C:7]([O:9]C)[C:6]([C:11]2[O:15][C:14]([C:16](=[O:29])[CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][C:23]3[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=3)=[N:13][CH:12]=2)=[CH:5][N:4]=1>CCOC(C)=O>[C:23]1([CH2:22][CH2:21][CH2:20][CH2:19][CH2:18][CH2:17][C:16]([C:14]2[O:15][C:11]([C:6]3[C:7](=[O:9])[NH:8][C:3](=[O:2])[NH:4][CH:5]=3)=[CH:12][N:13]=2)=[O:29])[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1

Participants

3

Reactant 1

HCID 24748380HCID 24748380, compound

Product 1

HCID 16110723HCID 16110723, compoundYield 71.6%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

The title compound was prepared from 1-(5-(2,4-dimethoxypyrimidin-5-yl)oxazol-2-yl)-7-phenylheptan-1-one (15 mg, 0.038 mmol) following General Procedure H. Flash chromatography (EtOAc) yielded the title compound as a white solid (10 mg, 71%): 1H NMR (CDCl3, 400 MHz) δ 7.90 (s, 1H), 7.71 (s, 1H), 7.28-7.24 (m, 2H), 7.18-7.14 (m, 3H), 2.99 (t, J=7.5 Hz), 2.52 (t, 2H, J=7.8 Hz), 1.67 (quint, 2H, J=7.3 Hz), 1.55 (quint, 2H, J=7.4 Hz), 1.33-1.31 (m, 4H); 13C NMR (CDCl3, 100 MHz) δ 188.8, 160.9, 155.4, 150.6, 147.4, 142.5, 139.0, 128.2, 128.0, 126.0, 125.4, 102.6, 38.6, 35.6, 31.1, 28.8, 28.8, 23.8; MALDI-FTMS m/z 368.1613 (M+H+, C20H21N3O4, requires 368.1610).

Sources & evidence

ORD record
ord-92bd6e059ccd4f06b0ef5326731de621
Source dataset
uspto-grants-2011_03
Patent number
US07915270B2

Reaction notes

Loading…