Methyl bromoacetate → Methyl 2-(4-(3,5-dichloropyridin-4-ylamino)-7-methoxy-2-oxo-2H-chromen-8-yloxy)acetate

HRID 20667Notes

Reaction equation

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

Participants

Reactant 2

HCID 60984Methyl bromoacetate

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

Product 1

HCID 24849710Methyl 2-(4-(3,5-dichloropyridin-4-ylamino)-7-methoxy-2-oxo-2H-chromen-8-yloxy)acetate

Procedure

The title compound was prepared from methyl 2-bromoacetate 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 9.54 (s, 1H), 8.83 (s, 2H), 7.97 (d, 1H), 7.23 (d, 1H), 4.73 (s, 2H), 4.66 (s, 1H), 3.92 (s, 3H), 3.69 (s, 3H); MS (ESI): 424.8.

Sources & evidence

ORD record: ord-fd321fd2741843669cb3731128632eca
Source dataset: uspto-grants-2010_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07745646B2

Reaction notes

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