Epilupinine → HCID 58530602, compound

HRID 2400863Notes

Reaction equation

[F:1][C:2]([F:32])([F:31])[C:3]1[CH:26]=[C:25]([C:27]([F:30])([F:29])[F:28])[CH:24]=[CH:23][C:4]=1[CH2:5][N:6]1[C:14]2[C:9](=[CH:10][C:11](/[CH:15]=[C:16]3/[C:17](=[O:22])[NH:18][C:19](=[O:21])[S:20]/3)=[CH:12][CH:13]=2)[CH:8]=[N:7]1.[C@@H:33]1([CH2:43]O)[C@@H:42]2[N:37]([CH2:38][CH2:39][CH2:40][CH2:41]2)[CH2:36][CH2:35][CH2:34]1>>[F:32][C:2]([F:31])([F:1])[C:3]1[CH:26]=[C:25]([C:27]([F:29])([F:28])[F:30])[CH:24]=[CH:23][C:4]=1[CH2:5][N:6]1[C:14]2[C:9](=[CH:10][C:11](/[CH:15]=[C:16]3/[C:17](=[O:22])[N:18]([CH2:43][C@H:33]4[C@@H:42]5[N:37]([CH2:38][CH2:39][CH2:40][CH2:41]5)[CH2:36][CH2:35][CH2:34]4)[C:19](=[O:21])[S:20]/3)=[CH:12][CH:13]=2)[CH:8]=[N:7]1

Participants

Reactant 2

HCID 92767Epilupinine

HCID 86659609HCID 86659609, compound

Product 1

HCID 58530602HCID 58530602, compound

Procedure

(5Z)-5-({1-[2,4-Bis(trifluoromethyl)benzyl]-1H-indazol-5-yl}methylidene)-3-[(1S,9aR)-octahydro-2H-quinolizin-1-yl methyl]-1,3-thiazolidine-2,4-dione was prepared from [(5Z)-5-({1-[2,4-bis(trifluoromethyl)benzyl]-1H-indazol-5-yl}methylidene)-2,4-dioxo-1,3-thiazolidine (from Example 6) and [(1S,9aR)-octahydro-2H-quinolizin-1-yl]methanol following General Procedure J.

Sources & evidence

ORD record: ord-378c4a9bc090480fa07b9833afadf3d9
Source dataset: uspto-grants-2014_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08796256B2

Reaction notes

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