3-Furoyl chloride → HCID 57662036, 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.[O:22]1[CH:26]=[CH:25][C:24]([C:27](Cl)=[O:28])=[CH:23]1>>[O:22]1[CH:26]=[CH:25][C:24]([C:27]([N:1]2[CH2:2][CH2:3][C:4]3([O:11][C:10]4[C:12]5[C:17]([C:18](=[O:21])[C:19](=[O:20])[C:9]=4[S:8][CH2:7]3)=[CH:16][CH:15]=[CH:14][CH:13]=5)[CH2:5][CH2:6]2)=[O:28])=[CH:23]1Participants
3
Procedure
Compound 43 was synthesized using spiro[naphtho[1,2-b][1,4]oxathiine-2,4′-piperidine]-5,6-dione, 3-furoyl chloride and conditions outlined in procedure N. M.p.=234-235° C.; 300 MHz 1H NMR (DMSO-d6) δ 8.05 (d, 1H), 7.67 (d, 1H), 7.65 (t, 1H), 7.50 (t, 1H), 7.24 (s, 2H), 6.58 (s, 1H), 3.46 (m, 2H), 2.96 (s, 2H), 2.20 (m, 2H), 1.92 (m 2H), 1.58 (brs, 2H); LCMS: 396 [M+H].
Sources & evidence
- ORD record
- ord-bd17dae02ec949e1a0c949511d7b4465
- Source dataset
- uspto-grants-2011_10
- Patent number
- US08039503B2
Reaction notes
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