HCID 10499960, compound → HCID 69273945, compound

HRID 1860475Notes

Reaction equation

HRID 1860475 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C@H:8]2[CH2:14][C@H:13]3[N:15]([CH3:16])[C@H:10]([CH2:11][CH2:12]3)[C@@H:9]2[C:17]2[O:18][C:19]([C:22]3[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=3)=[N:20][N:21]=2)=[CH:4][CH:3]=1>C(Cl)(Cl)Cl>[ClH:1].[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C@H:8]2[CH2:14][C@H:13]3[N:15]([CH3:16])[C@H:10]([CH2:11][CH2:12]3)[C@H:9]2[C:17]2[O:18][C:19]([C:22]3[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=3)=[N:20][N:21]=2)=[CH:4][CH:3]=1

Participants

3

Reactant 1

HCID 10499960HCID 10499960, compound

Product 1

HCID 69273945HCID 69273945, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

Further elution gave as a second fraction 0.1 g (13%) of white solid which was characterized to be 3β-(4-Chlorophenyl)-2α-(5-phenyl-1,3,4-oxadiazol-2-yl)-tropane: 1H NMR (CDCl3) 1.76 (m, 3H), 2.06 (s, 3H), 2.45 (s, 3H), 3.36 (m, 2H), 3.51 (m, 1H), 3.65 (m, 1H), 7.21 (m, 4H), 7.47 (m, 3H) 7.91 (m, 2H); mp 170-171° C.; Anal calcd for C22H22CIN3O; C=69.55; H=5.84, N=11.06; Cl=9.33; found C=69.49, H=5.85, N=11.01; Cl=9.41; [α]D +33.06° (c=0.18, CHCl3).

Sources & evidence

ORD record
ord-031f830c1cea4d589948788cffc3b714
Source dataset
uspto-grants-2003_03
Patent number
US06531483B1

Reaction notes

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