2-[(4-Fluorophenoxy)methyl]oxirane → HCID 57661956, compound

HRID 1665361Notes

Reaction equation

HRID 1665361 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.[F:22][C:23]1[CH:33]=[CH:32][C:26]([O:27][CH2:28][CH:29]2[CH2:31][O:30]2)=[CH:25][CH:24]=1>>[F:22][C:23]1[CH:33]=[CH:32][C:26]([O:27][CH2:28][CH:29]([OH:30])[CH2:31][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)=[CH:25][CH:24]=1

Participants

3

Reactant 2

HCID 27247922-[(4-Fluorophenoxy)methyl]oxiraneHCID 57661820Spiro[naphtho[1,2-b][1,4]oxathiine-2,4'-piperidine]-5,6-dione

Product 1

HCID 57661956HCID 57661956, compound

Procedure

Compound 164 was synthesized using spiro[naphtho[1,2-b][1,4]oxathiine-2,4′-piperidine]-5,6-dione, 2-[(4-fluorophenoxy)methyl]oxirane and conditions outlined in procedure X. M.p.=163-167° C.; 400 MHz 1H NMR (CDCl3) δ: 8.05 (d, 1H), 7.75 (d, 1H), 7.65 (t, 1H), 7.5 (t, 1H), 6.95 (t, 2H), 6.85 (m, 2H), 4.15 (m, 1H), 3.95 (d, 2H), 3.0-2.9 (m, 3H), 2.8 (d, 2H), 2.7-2.6 (m, 2H), 2.55 (t, 2H), 2.15 (d, 2H), 1.95-1.85 (m, 2H); LCMS: 470 [M+H].

Sources & evidence

ORD record
ord-8f1af9fbea624643beaeb7ce30815ec0
Source dataset
uspto-grants-2011_10
Patent number
US08039503B2

Reaction notes

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