9-bromo-8-methoxythieno[2,3-c]quinolin-4(5H)-one → HCID 67448518, compound

HRID 1853835Notes

Reaction equation

HRID 1853835 reaction equation
[OH:1][CH2:2][CH:3]([NH:5][S:6]([C:9]1[CH:14]=[CH:13][C:12](B2OC(C)(C)C(C)(C)O2)=[CH:11][CH:10]=1)(=[O:8])=[O:7])[CH3:4].Br[C:25]1[C:26]2[C:27]3[CH:40]=[CH:39][S:38][C:28]=3[C:29](=[O:37])[NH:30][C:31]=2[CH:32]=[CH:33][C:34]=1[O:35][CH3:36]>>[OH:1][CH2:2][CH:3]([NH:5][S:6]([C:9]1[CH:10]=[CH:11][C:12]([C:25]2[C:26]3[C:27]4[CH:40]=[CH:39][S:38][C:28]=4[C:29](=[O:37])[NH:30][C:31]=3[CH:32]=[CH:33][C:34]=2[O:35][CH3:36])=[CH:13][CH:14]=1)(=[O:7])=[O:8])[CH3:4]

Participants

3

Reactant 2

HCID 674491399-bromo-8-methoxythieno[2,3-c]quinolin-4(5H)-oneHCID 67452443HCID 67452443, compound

Product 1

HCID 67448518HCID 67448518, compoundYield 16.3%

Procedure

Following General Procedure B, N-(1-hydroxypropan-2-yl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzenesulfonamide (570 mg, 1.7 mmol) was reacted with 9-bromo-8-methoxythieno[2,3-c]quinolin-4(5H)-one, (471 mg, 1.5 mmol) to afford the desired product (109 mg, 16%) as an off-white powder. ESI MS m/z 445 [C21H20N2O5S2+H]+;

Sources & evidence

ORD record
ord-96efa2133f864e07906689b8f569b94f
Source dataset
uspto-grants-2015_02
Patent number
US08962648B2

Reaction notes

Loading…