Phenethyl bromide → 4-(3,5-Dichloropyridin-4-ylamino)-7-methoxy-8-phenethoxy-2H-chromen-2-one

HRID 20665

Reaction equation

HRID 20665 reaction equation
Br[CH2:2][CH2:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.[Cl:10][C:11]1[CH:12]=[N:13][CH:14]=[C:15]([Cl:32])[C:16]=1[NH:17][C:18]1[C:27]2[C:22](=[C:23]([OH:30])[C:24]([O:28][CH3:29])=[CH:25][CH:26]=2)[O:21][C:20](=[O:31])[CH:19]=1>>[Cl:10][C:11]1[CH:12]=[N:13][CH:14]=[C:15]([Cl:32])[C:16]=1[NH:17][C:18]1[C:27]2[C:22](=[C:23]([O:30][CH2:2][CH2:3][C:4]3[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=3)[C:24]([O:28][CH3:29])=[CH:25][CH:26]=2)[O:21][C:20](=[O:31])[CH:19]=1

Participants

3

Reactant 2

HCID 7666Phenethyl bromideHCID 248495704-(3,5-dichloropyridin-4-ylamino)-8-hydroxy-7-methoxy-2H-chromen-2-one

Product 1

HCID 248496674-(3,5-Dichloropyridin-4-ylamino)-7-methoxy-8-phenethoxy-2H-chromen-2-one

Procedure

The title compound was prepared from (2-bromoethyl)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, DMSO-d6): δ 9.51 (s, 1H), 8.81 (s, 2H), 7.94 (d, 1H), 7.35-7.23 (m, 4H), 7.19 (d, 2H), 4.64 (s, 1H), 4.22 (t, 2H), 3.89 (s, 3H), 3.03 (t, 2H); MS (ESI): 456.9.

Sources & evidence

ORD record
ord-22812689bfbc48c5978918e082603d05
Source dataset
uspto-grants-2010_06
Patent number
US07745646B2

Linked notes

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