Epilupinine → HCID 58530536, compound

HRID 2400862Notes

Reaction equation

[Cl:1][C:2]1[CH:25]=[CH:24][C:5]([CH2:6][N:7]2[C:15]3[C:10](=[CH:11][C:12](/[CH:16]=[C:17]4/[C:18](=[O:23])[NH:19][C:20](=[O:22])[S:21]/4)=[CH:13][CH:14]=3)[CH:9]=[N:8]2)=[C:4]([C:26]([F:29])([F:28])[F:27])[CH:3]=1.[C@@H:30]1([CH2:40]O)[C@@H:39]2[N:34]([CH2:35][CH2:36][CH2:37][CH2:38]2)[CH2:33][CH2:32][CH2:31]1>>[Cl:1][C:2]1[CH:25]=[CH:24][C:5]([CH2:6][N:7]2[C:15]3[C:10](=[CH:11][C:12](/[CH:16]=[C:17]4/[C:18](=[O:23])[N:19]([CH2:40][C@H:30]5[C@@H:39]6[N:34]([CH2:35][CH2:36][CH2:37][CH2:38]6)[CH2:33][CH2:32][CH2:31]5)[C:20](=[O:22])[S:21]/4)=[CH:13][CH:14]=3)[CH:9]=[N:8]2)=[C:4]([C:26]([F:27])([F:29])[F:28])[CH:3]=1

Participants

Reactant 2

HCID 92767Epilupinine

HCID 86659608HCID 86659608, compound

Product 1

HCID 58530536HCID 58530536, compound

Procedure

(5Z)-5-({1-[4-Chloro-2-(trifluoromethyl)benzyl]-1H-indazol-5-yl}methylidene)-3-[(1S,9aR)-octahydro-2H-quinolizin-1-ylmethyl]-1,3-thiazolidine-2,4-dione was prepared from [(5Z)-5-({1-[4-chloro-2-(trifluoromethyl)benzyl]-1H-indazol-5-yl}methylidene)-2,4-dioxo-1,3-thiazolidine (from Example 1) and [(1S,9aR)-octahydro-2H-quinolizin-1-yl]methanol following General Procedure J.

Sources & evidence

ORD record: ord-9f15f3b07e964ece95fa5449d4f1c4c4
Source dataset: uspto-grants-2014_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08796256B2

Reaction notes

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