(R)-tert-butyl (2-(4-bromophenyl)propyl)carbamate → (R)-tert-Butyl 2-(4-(8-methoxy-6-methyl-4-oxo-4,5-dihydrothieno[2,3-c]quinolin-9-yl)phenyl)propylcarbamate

HRID 1853808Notes

Reaction equation

HRID 1853808 reaction equation
Br[C:2]1[CH:7]=[CH:6][C:5]([C@@H:8]([CH3:18])[CH2:9][NH:10][C:11](=[O:17])[O:12][C:13]([CH3:16])([CH3:15])[CH3:14])=[CH:4][CH:3]=1.Br[C:20]1[C:21]2[C:22]3[CH:36]=[CH:35][S:34][C:23]=3[C:24](=[O:33])[NH:25][C:26]=2[C:27]([CH3:32])=[CH:28][C:29]=1[O:30][CH3:31]>>[CH3:31][O:30][C:29]1[CH:28]=[C:27]([CH3:32])[C:26]2[NH:25][C:24](=[O:33])[C:23]3[S:34][CH:35]=[CH:36][C:22]=3[C:21]=2[C:20]=1[C:2]1[CH:7]=[CH:6][C:5]([C@@H:8]([CH3:18])[CH2:9][NH:10][C:11](=[O:17])[O:12][C:13]([CH3:16])([CH3:15])[CH3:14])=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 23566375(R)-tert-butyl (2-(4-bromophenyl)propyl)carbamateHCID 674500069-bromo-8-methoxy-6-methylthieno[2,3-c]quinolin-4(5H)-one

Product 1

HCID 67449008(R)-tert-Butyl 2-(4-(8-methoxy-6-methyl-4-oxo-4,5-dihydrothieno[2,3-c]quinolin-9-yl)phenyl)propylcarbamateYield 62%

Procedure

Following General Procedure E, (R)-tert-butyl 2-(4-bromophenyl)propylcarbamate (60 mg, 0.20 mmol) was reacted with 9-bromo-8-methoxy-6-methylthieno[2,3-c]quinolin-4(5H)-one (60 mg, 0.20 mmol) to afford the desired product (52 mg, 62%) as a brown solid: ESI MS m/z 479 [C27H30N2O4S]+

Sources & evidence

ORD record
ord-134146ec3b3a4af3aed08454f673aff6
Source dataset
uspto-grants-2015_02
Patent number
US08962648B2

Reaction notes

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