3-[2-(2-Isopropyl-2H-[1,2,4]triazol-3-yl)-4,5-dihydro-6-oxa-1,3a-diaza-benzo[e]azulen-8-yl]-azetidine-1-carboxylic acid tert-butyl ester → 8-Azetidin-3-yl-2-(2-isopropyl-2H-[1,2,4]triazol-3-yl)-4,5-dihydro-6-oxa-1,3a-diaza-benzo[e]azulene hydrochloride

HRID 1799904Notes

Reaction equation

[ClH:1].N1CC(C2C=CC3C4C(CCOC=3C=2)=CN(C2N(C3C=CC(F)=CC=3F)N=CN=2)N=4)C1.C(OC([N:40]1[CH2:43][CH:42]([C:44]2[CH:65]=[CH:64][C:47]3[C:48]4[N:52]([CH2:53][CH2:54][O:55][C:46]=3[CH:45]=2)[CH:51]=[C:50]([C:56]2[N:57]([CH:61]([CH3:63])[CH3:62])[N:58]=[CH:59][N:60]=2)[N:49]=4)[CH2:41]1)=O)(C)(C)C>>[ClH:1].[NH:40]1[CH2:41][CH:42]([C:44]2[CH:65]=[CH:64][C:47]3[C:48]4[N:52]([CH2:53][CH2:54][O:55][C:46]=3[CH:45]=2)[CH:51]=[C:50]([C:56]2[N:57]([CH:61]([CH3:62])[CH3:63])[N:58]=[CH:59][N:60]=2)[N:49]=4)[CH2:43]1

Participants

Reactant 2

HCID 582045373-[2-(2-Isopropyl-2H-[1,2,4]triazol-3-yl)-4,5-dihydro-6-oxa-1,3a-diaza-benzo[e]azulen-8-yl]-azetidine-1-carboxylic acid tert-butyl ester

HCID 670506218-Azetidin-3-yl-2-[2-(2,4-difluoro-phenyl)-2H-[1,2,4]triazol-3-yl]-4,5-dihydro-2H-6-oxa-1,2-diaza-benzo[e]azulene hydrochloride

Product 1

HCID 670506658-Azetidin-3-yl-2-(2-isopropyl-2H-[1,2,4]triazol-3-yl)-4,5-dihydro-6-oxa-1,3a-diaza-benzo[e]azulene hydrochloride

Procedure

8-Azetidin-3-yl-2-(2-isopropyl-2H-[1,2,4]triazol-3-yl)-4,5-dihydro-6-oxa-1,3a-diaza-benzo[e]azulene hydrochloride was prepared similarly to 8-azetidin-3-yl-2-[2-(2,4-difluoro-phenyl)-2H-[1,2,4]triazol-3-yl]-4,5-dihydro-2H-6-oxa-1,2-diaza-benzo[e]azulene hydrochloride from 3-[2-(2-isopropyl-2H-[1,2,4]triazol-3-yl)-4,5-dihydro-6-oxa-1,3a-diaza-benzo[e]azulen-8-yl]-azetidine-1-carboxylic acid tert-butyl ester. LCMS: RT=2.44 min, M+H+=351

Sources & evidence

ORD record: ord-36a9bd21e80c45228f869ee55fcb66cd
Source dataset: uspto-grants-2013_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08343955B2

Reaction notes

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