4-(3-chloro-4-methoxyphenyl)-3-(4-(quinolin-2-ylmethoxy)phenyl)furan-2(5H)-one → HCID 58368020, compound

HRID 446824Notes

Reaction equation

HRID 446824 reaction equation
Cl[C:2]1[CH:3]=[C:4]([C:10]2[CH2:14][O:13][C:12](=[O:15])[C:11]=2[C:16]2[CH:21]=[CH:20][C:19]([O:22][CH2:23][C:24]3[CH:33]=[CH:32][C:31]4[C:26](=[CH:27][CH:28]=[CH:29][CH:30]=4)[N:25]=3)=[CH:18][CH:17]=2)[CH:5]=[CH:6][C:7]=1[O:8][CH3:9].BrCC(C1C=CC(OC)=C(C=1)[C:43]#[N:44])=O>>[CH3:9][O:8][C:7]1[CH:6]=[CH:5][C:4]([C:10]2[CH2:14][O:13][C:12](=[O:15])[C:11]=2[C:16]2[CH:21]=[CH:20][C:19]([O:22][CH2:23][C:24]3[CH:33]=[CH:32][C:31]4[C:26](=[CH:27][CH:28]=[CH:29][CH:30]=4)[N:25]=3)=[CH:18][CH:17]=2)=[CH:3][C:2]=1[C:43]#[N:44]

Participants

3

Reactant 2

HCID 583680064-(3-chloro-4-methoxyphenyl)-3-(4-(quinolin-2-ylmethoxy)phenyl)furan-2(5H)-oneHCID 583680195-(2-Bromoacetyl)-2-methoxybenzonitrile

Product 1

HCID 58368020HCID 58368020, compound

Procedure

Following the procedure for the preparation of 4-(3-chloro-4-methoxyphenyl)-3-(4-(quinolin-2-ylmethoxy)phenyl)furan-2(5H)-one-using 5-(2-bromoacetyl)-2-methoxybenzonitrile provided the title compound. 1H NMR (500 MHz, d6-DMSO): δ 8.32-8.28 (m, 1H), 8.06-7.95 (m, 2H), 7.81-7.76 (m, 2H), 7.62-7.56 (m, 1H), 7.49-7.39 (m, 2H), 7.26-7.18 (m, 3H), 7.12-7.05 (m, 2H), 5.41 (s, 2H), 5.33 (s, 2H), 3.89 (s, 3H). MS: M+H: m/z=449.0. HPLC: 91%, (Condition-H).

Sources & evidence

ORD record
ord-b3dfc5d595a34e538356f9f5863b0490
Source dataset
uspto-grants-2013_07
Patent number
US08481534B2

Reaction notes

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