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

HRID 20668Notes

Reaction equation

Br[CH2:2][C:3]([O:5][CH2:6][CH3:7])=[O:4].[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>>[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]([O:28][CH2:2][C:3]([O:5][CH2:6][CH3:7])=[O:4])[C:22]([O:26][CH3:27])=[CH:23][CH:24]=2)[O:19][C:18](=[O:29])[CH:17]=1

Participants

Reactant 2

HCID 7748Ethyl bromoacetate

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

Product 1

HCID 24849711Ethyl 2-(4-(3,5-dichloropyridin-4-ylamino)-7-methoxy-2-oxo-2H-chromen-8-yloxy)acetate

Procedure

The title compound was prepared from ethyl 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, CDCl3): δ 8.61 (s, 2H), 7.43 (d, 1H), 6.98 (d, 1H), 6.60 (s, 1H), 5.12 (s, 1H), 4.84 (s, 2H), 4.28 (q, 2H), 3.99 (s, 3H), 1.31 (t, 3H); MS (ESI): 438.9.

Sources & evidence

ORD record: ord-d5010dd840124449862f07d0c5ef28c1
Source dataset: uspto-grants-2010_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07745646B2

Reaction notes

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