HCID 86755502, compound → HCID 86755505, compound

HRID 2288015Notes

Reaction equation

HRID 2288015 reaction equation
[CH3:1][N:2]1[C@H:16]2[C@@:6]([O:18][CH3:19])([C:7]3[CH:8]=[CH:9][CH:10]=[C:11]4[C:17]=3[C:14]([CH2:15]2)=[CH:13][NH:12]4)[CH2:5][C@@H:4]([C:20]2([C:25]3[CH:26]=[N:27][CH:28]=[C:29]([Br:31])[CH:30]=3)[S:24][CH2:23][N:22]=[N:21]2)[CH2:3]1.[CH3:32]N1[C@H]2[C@@](OC)(C3C=CC=C4C=3C(C2)=CN4)C[C@@](C2N=C(C3C=NC=C(Br)C=3)ON=2)(C)C1>>[CH3:32][N:12]1[C:11]2[C:17]3[C:14]([CH2:15][C@@H:16]4[C@@:6]([O:18][CH3:19])([C:7]=3[CH:8]=[CH:9][CH:10]=2)[CH2:5][C@@H:4]([C:20]2([C:25]3[CH:26]=[N:27][CH:28]=[C:29]([Br:31])[CH:30]=3)[S:24][CH2:23][N:22]=[N:21]2)[CH2:3][N:2]4[CH3:1])=[CH:13]1

Participants

3

Reactant 2

HCID 86755502HCID 86755502, compoundHCID 86755506HCID 86755506, compound

Product 1

HCID 86755505HCID 86755505, compoundYield 35%

Procedure

Operating as in Example 2, but employing 6-methyl-8β-[5-(5-bromo-pyridin-3-yl)-1,3,4-thiadiazol-5-yl]-10α-methoxy-ergoline instead 6-methyl-8β-methy-[5-(5-bromo-pyridin-3-yl)-1,2,4-oxadiazol-3-yl]-10α-methoxy-ergoline, the title compound was obtained in 35% yield, m.p.131-137° C.

Sources & evidence

ORD record
ord-491b87772deb4438a29454ac40acc07f
Source dataset
uspto-grants-2000_07
Patent number
US06087371

Reaction notes

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