Dimethylalumanylium chloride → HCID 86703141, compound

HRID 2204341Notes

Reaction equation

[Cl-].C[Al+]C.C(O[C:8]([C:10]1[CH:14]=[CH:13][N:12]([CH:15]([CH3:17])[CH3:16])[C:11]=1[CH:18]([NH:27][C:28]1[CH:33]=[C:32]([Cl:34])[C:31](=[O:35])[N:30]([CH3:36])[CH:29]=1)[C:19]1[CH:24]=[CH:23][C:22]([C:25]#[N:26])=[CH:21][CH:20]=1)=[O:9])C>>[Cl:34][C:32]1[C:31](=[O:35])[N:30]([CH3:36])[CH:29]=[C:28]([N:27]2[C:8](=[O:9])[C:10]3[CH:14]=[CH:13][N:12]([CH:15]([CH3:16])[CH3:17])[C:11]=3[CH:18]2[C:19]2[CH:20]=[CH:21][C:22]([C:25]#[N:26])=[CH:23][CH:24]=2)[CH:33]=1

Participants

Reactant 2

HCID 16686359Dimethylalumanylium chloride

HCID 86703142HCID 86703142, compound

Product 1

HCID 86703141HCID 86703141, compound

Procedure

The title compound was prepared in analogy to the procedure described for Step H1, but dimethylaluminium chloride (1M in hexanes) was used instead of trimethylaluminium chloride, and 2-[(5-chloro-1-methyl-6-oxo-1,6-dihydro-pyridin-3-ylamino)-(4-cyano-phenyl)-methyl]-1-isopropyl-1H-pyrrole-3-carboxylic acid ethyl ester (Step AS2) was used instead of 2-[(3-chloro-4-fluoro-phenylamino)-(4-cyano-phenyl)-methyl]-1-isopropyl-1H-pyrrole-3-carboxylic acid ethyl ester to afford the title compound as a brown oil. tR: 2.57 min (HPLC 5); ESI-MS: tR=0.86 min, [M+H]+ 407/409 (LC-MS 1).

Workup

customThe title compound was prepared in analogy to the procedure

Sources & evidence

ORD record: ord-fe3f8e4d83524bf580815ed71e9314f1
Source dataset: uspto-grants-2016_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09365576B2

Reaction notes

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