Allyl bromide → HCID 57661846, compound
Reaction equation
[NH:1]1[CH2:6][CH2:5][C:4]2([O:11][C:10]3[C:12]4[C:17]([C:18](=[O:21])[C:19](=[O:20])[C:9]=3[S:8][CH2:7]2)=[CH:16][CH:15]=[CH:14][CH:13]=4)[CH2:3][CH2:2]1.Br[CH2:23][CH:24]=[CH2:25]>>[CH2:25]([N:1]1[CH2:2][CH2:3][C:4]2([O:11][C:10]3[C:12]4[C:17]([C:18](=[O:21])[C:19](=[O:20])[C:9]=3[S:8][CH2:7]2)=[CH:16][CH:15]=[CH:14][CH:13]=4)[CH2:5][CH2:6]1)[CH:24]=[CH2:23]Participants
3
Procedure
Compound 131 was synthesized using spiro[naphtho[1,2-b][1,4]oxathiine-2,4′-piperidine]-5,6-dione, 3-bromoprop-1-ene and conditions outlined in procedure V. M.p.=166-168° C.; 400 MHz 1H NMR (DMSO-d6) δ: 7.9 (d, 1H), 7.75 (s, 2H), 7.55 (s, 1H), 5.8 (m, 1H), 5.2-5.1 (m, 2H), 3.1 (s, 2H), 3.0 (d, 2H), 2.7 (d, 2H), 2.3 (t, 2H), 1.95 (d, 2H), 1.8 (t, 2H); LCMS: 328 [M+H].
Sources & evidence
- ORD record
- ord-28463b01d45c4ab2b38777adcdb1a015
- Source dataset
- uspto-grants-2011_10
- Patent number
- US08039503B2
Reaction notes
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