(3-Bromopropyl)benzene → 4-(3,5-Dichloropyridin-4-ylamino)-7-methoxy-8-(3-phenylpropoxy)-2H-chromen-2-one

HRID 20670Notes

Reaction equation

HRID 20670 reaction equation
Br[CH2:2][CH2:3][CH2:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1.[Cl:11][C:12]1[CH:13]=[N:14][CH:15]=[C:16]([Cl:33])[C:17]=1[NH:18][C:19]1[C:28]2[C:23](=[C:24]([OH:31])[C:25]([O:29][CH3:30])=[CH:26][CH:27]=2)[O:22][C:21](=[O:32])[CH:20]=1>>[Cl:11][C:12]1[CH:13]=[N:14][CH:15]=[C:16]([Cl:33])[C:17]=1[NH:18][C:19]1[C:28]2[C:23](=[C:24]([O:31][CH2:2][CH2:3][CH2:4][C:5]3[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=3)[C:25]([O:29][CH3:30])=[CH:26][CH:27]=2)[O:22][C:21](=[O:32])[CH:20]=1

Participants

3

Reactant 2

HCID 12503(3-Bromopropyl)benzeneHCID 248495704-(3,5-dichloropyridin-4-ylamino)-8-hydroxy-7-methoxy-2H-chromen-2-one

Product 1

HCID 248497134-(3,5-Dichloropyridin-4-ylamino)-7-methoxy-8-(3-phenylpropoxy)-2H-chromen-2-one

Procedure

The title compound was prepared from (3-bromopropyl)benzene and 4-(3,5-dichloropyridin-4-ylamino)-8-hydroxy-7-methoxy-2H-chromen-2-one (Example 29) following the procedure outlined in Example 25. 1H NMR (400 MHz, CDCl3): δ 8.61 (s, 2H), 7.39 (d, 1H), 7.35-7.15 (m, 5H), 6.97 (d, 1H), 6.54 (s, 1H), 5.14 (s, 1H), 4.19 (t, 2H), 3.98 (s, 3H), 2.91 (t, 2H), 2.15 (m, 2H); MS (ESI): 470.9.

Sources & evidence

ORD record
ord-2c2e6b293ba0415ea03c3bb2d7d6663a
Source dataset
uspto-grants-2010_06
Patent number
US07745646B2

Reaction notes

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