Diethyl aluminum chloride → HCID 86703146, compound

HRID 2204344Notes

Reaction equation

HRID 2204344 reaction equation
[Cl-].C([Al+]CC)C.C[O:8][C:9]([C:11]1[CH:15]=[C:14]([Br:16])[N:13]([CH:17]([CH3:19])[CH3:18])[C:12]=1[CH:20]([C:29]1[CH:34]=[CH:33][C:32]([C:35]#[N:36])=[CH:31][CH:30]=1)[NH:21][C:22]1[N:23]([CH3:28])[N:24]=[C:25]([CH3:27])[CH:26]=1)=O>>[Br:16][C:14]1[N:13]([CH:17]([CH3:18])[CH3:19])[C:12]2[CH:20]([C:29]3[CH:34]=[CH:33][C:32]([C:35]#[N:36])=[CH:31][CH:30]=3)[N:21]([C:22]3[N:23]([CH3:28])[N:24]=[C:25]([CH3:27])[CH:26]=3)[C:9](=[O:8])[C:11]=2[CH:15]=1

Participants

3

Reactant 2

HCID 16686102Diethyl aluminum chlorideHCID 86703147HCID 86703147, compound

Product 1

HCID 86703146HCID 86703146, compound

Procedure

The title compound was prepared in analogy to the procedure described for Step H1, but diethylaluminium chloride (1.8M in toluene) [96-10-6] was used instead of trimethylaluminium chloride, and 5-bromo-2-[(4-cyano-phenyl)-(2,5-dimethyl-2H-pyrazol-3-ylamino)-methyl]-1-isopropyl-1H-pyrrole-3-carboxylic acid methyl ester (Step AX1) 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 solid. ESI-MS: tR=0.99 min, [M+H]+ 438/440 (LC-MS 1).

Workup

  1. customThe title compound was prepared in analogy to the procedure

Sources & evidence

ORD record
ord-979d24e5533b4f4e90d02608068f639b
Source dataset
uspto-grants-2016_06
Patent number
US09365576B2

Reaction notes

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