Dimethylalumanylium chloride → HCID 86703112, compound

HRID 2204309Notes

Reaction equation

[Cl-].C[Al+]C.C([O:7][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]=[CH:32][CH:31]=[C:30]([Cl:34])[C:29]=1[F:35])[C:19]1[CH:24]=[CH:23][C:22]([C:25]#[N:26])=[CH:21][CH:20]=1)=O)C>>[Cl:34][C:30]1[C:29]([F:35])=[C:28]([N:27]2[C:8](=[O:7])[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]=[CH:32][CH:31]=1

Participants

Reactant 2

HCID 16686359Dimethylalumanylium chloride

HCID 86703113HCID 86703113, compound

Product 1

HCID 86703112HCID 86703112, compound

Procedure

The title compound was prepared in analogy to the procedure described for Step H1, but dimethylaluminium chloride (1M in hexanes) [1184-58-3] was used instead of trimethylaluminium chloride, and 2-[(3-chloro-2-fluoro-phenylamino)-(4-cyano-phenyl)-methyl]-1-isopropyl-1H-pyrrole-3-carboxylic acid ethyl ester (Step I2) was used instead of 2-[(4-chloro-phenyl)-(4-hydroxy-cyclohexylamino)-methyl]-1-isopropyl-1H-pyrrole-3-carboxylic acid ethyl ester to afford the title compound as a yellow foam. tR: 5.18 min (HPLC 4); ESI-MS: tR=1.11 min, [M+H]+ 394/396 (LC-MS 1).

Workup

customThe title compound was prepared in analogy to the procedure

Sources & evidence

ORD record: ord-cddb46efc422404bbb2502e6544e7eca
Source dataset: uspto-grants-2016_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09365576B2

Reaction notes

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