1,3-Dibromopropane → 8-(3-Bromopropoxy)-4-(3,5-dichloropyridin-4-ylamino)-7-methoxy-2H-chromen-2-one

HRID 20656Notes

Reaction equation

HRID 20656 reaction equation
[Br:1][CH2:2][CH2:3][CH2:4]Br.[Cl:6][C:7]1[CH:8]=[N:9][CH:10]=[C:11]([Cl:28])[C:12]=1[NH:13][C:14]1[C:23]2[C:18](=[C:19]([OH:26])[C:20]([O:24][CH3:25])=[CH:21][CH:22]=2)[O:17][C:16](=[O:27])[CH:15]=1>>[Br:1][CH2:2][CH2:3][CH2:4][O:26][C:19]1[C:20]([O:24][CH3:25])=[CH:21][CH:22]=[C:23]2[C:18]=1[O:17][C:16](=[O:27])[CH:15]=[C:14]2[NH:13][C:12]1[C:11]([Cl:28])=[CH:10][N:9]=[CH:8][C:7]=1[Cl:6]

Participants

3

Reactant 2

HCID 80011,3-DibromopropaneHCID 248495704-(3,5-dichloropyridin-4-ylamino)-8-hydroxy-7-methoxy-2H-chromen-2-one

Product 1

HCID 248495718-(3-Bromopropoxy)-4-(3,5-dichloropyridin-4-ylamino)-7-methoxy-2H-chromen-2-one

Procedure

The title compound was prepared from 1,3-dibromopropane 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 9.53 (s, 1H), 8.81 (s, 2H), 7.96 (d, 1H), 7.22 (d, 1H), 4.65 (s, 1H), 4.11 (t, 2H), 3.93 (s, 3H), 3.77 (t, 2H), 2.18 (m, 2H); MS (ESI): 472.7.

Sources & evidence

ORD record
ord-d187d104e8734ea4b08de971ecaec265
Source dataset
uspto-grants-2010_06
Patent number
US07745646B2

Reaction notes

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