Bis(2-bromoethyl) ether → 8-(2-(2-Bromoethoxy)ethoxy)-4-(3,5-dichloropyridin-4-ylamino)-7-methoxy-2H-chromen-2-one

HRID 20683

Reaction equation

HRID 20683 reaction equation
Br[CH2:2][CH2:3][O:4][CH2:5][CH2:6][Br:7].[Cl:8][C:9]1[CH:10]=[N:11][CH:12]=[C:13]([Cl:30])[C:14]=1[NH:15][C:16]1[C:25]2[C:20](=[C:21]([OH:28])[C:22]([O:26][CH3:27])=[CH:23][CH:24]=2)[O:19][C:18](=[O:29])[CH:17]=1>>[Br:7][CH2:6][CH2:5][O:4][CH2:3][CH2:2][O:28][C:21]1[C:22]([O:26][CH3:27])=[CH:23][CH:24]=[C:25]2[C:20]=1[O:19][C:18](=[O:29])[CH:17]=[C:16]2[NH:15][C:14]1[C:13]([Cl:30])=[CH:12][N:11]=[CH:10][C:9]=1[Cl:8]

Participants

3

Reactant 2

HCID 21521Bis(2-bromoethyl) etherHCID 248495704-(3,5-dichloropyridin-4-ylamino)-8-hydroxy-7-methoxy-2H-chromen-2-one

Product 1

HCID 248498438-(2-(2-Bromoethoxy)ethoxy)-4-(3,5-dichloropyridin-4-ylamino)-7-methoxy-2H-chromen-2-one

Procedure

The title compound was prepared from 2-bromoethyl ether 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), 7.20 (d, 1H), 4.64 (s, 1H), 4.13 (m, 2H), 3.93 (s, 3H), 3.80-3.74 (m, 4H), 3.55 (t, 2H); MS (ESI): 502.7.

Sources & evidence

ORD record
ord-8b51279addd34ead9c54528bafafd35d
Source dataset
uspto-grants-2010_06
Patent number
US07745646B2

Linked notes

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