Isatin → HCID 66642639, compound

HRID 425463Notes

Reaction equation

HRID 425463 reaction equation
BrC1C=CC=C2C=1C=CN2.[NH:11]1[C:21]2[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=2)[C:14](=[O:15])[C:12]1=[O:13].BrCCCCC.Br[CH2:29][CH2:30][CH2:31][O:32][CH2:33][C:34]1[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=1>>[CH2:33]([O:32][CH2:31][CH2:30][CH2:29][N:11]1[C:21]2[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=2)[C:14](=[O:15])[C:12]1=[O:13])[C:34]1[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=1

Participants

5

Reactant 4

HCID 7054IsatinHCID 80571-BromopentaneHCID 6764944-BromoindoleHCID 2776064Benzyl 3-Bromopropyl Ether

Product 1

HCID 66642639HCID 66642639, compound

Procedure

Following the procedure as described in PREPARATION 1A, and making non-critical variations to replace 4-bromoindole with isatin, and 1-bromopentane with benzyl 3-bromopropyl ether, the title compound was obtained (95%) as a pale yellow syrup: 1H NMR (300 MHz, CDCl3) δ 7.57-6.92 (m, 9H), 4.50 (s, 2H), 3.84 (t, 2H), 3.54 (t, 2H), 2.03-1.94 (m, 2H); MS (ES+) m/z 296.3 (M+1), 318.3 (M+23).

Sources & evidence

ORD record
ord-39c47ae59ec24befb9a2c39b5a1c531f
Source dataset
uspto-grants-2012_01
Patent number
US08106087B2

Reaction notes

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