Diethyl aluminum chloride → 2-Bromo-5-(5-chloro-1-methyl-6-oxo-1,6-dihydro-pyridin-3-yl)-6-(4-chloro-phenyl)-1-isopropyl-4-oxo-1,4,5,6-tetrahydro-pyrrolo[3,4-b]pyrrole-3-carboxylic acid ethyl ester

HRID 2204354ノート

反応式

HRID 2204354 の反応式
[Cl-].C([Al+]CC)C.[CH2:7]([O:9][C:10]([C:12]1[C:16]([C:17](OCC)=[O:18])=[C:15]([CH:22]([NH:30][C:31]2[CH:36]=[C:35]([Cl:37])[C:34](=[O:38])[N:33]([CH3:39])[CH:32]=2)[C:23]2[CH:28]=[CH:27][C:26]([Cl:29])=[CH:25][CH:24]=2)[N:14]([CH:40]([CH3:42])[CH3:41])[C:13]=1[Br:43])=[O:11])[CH3:8]>>[CH2:7]([O:9][C:10]([C:12]1[C:16]2[C:17](=[O:18])[N:30]([C:31]3[CH:36]=[C:35]([Cl:37])[C:34](=[O:38])[N:33]([CH3:39])[CH:32]=3)[CH:22]([C:23]3[CH:24]=[CH:25][C:26]([Cl:29])=[CH:27][CH:28]=3)[C:15]=2[N:14]([CH:40]([CH3:42])[CH3:41])[C:13]=1[Br:43])=[O:11])[CH3:8]

参加物

3

反応物 2

HCID 16686102Diethyl aluminum chlorideHCID 867031632-bromo-5-[(5-chloro-1-methyl-6-oxo-1,6-dihydro-pyridin-3-ylamino)-(4-chloro-phenyl)-methyl]-1-isopropyl-1H-pyrrole-3,4-dicarboxylic acid diethyl ester

生成物 1

HCID 867031622-Bromo-5-(5-chloro-1-methyl-6-oxo-1,6-dihydro-pyridin-3-yl)-6-(4-chloro-phenyl)-1-isopropyl-4-oxo-1,4,5,6-tetrahydro-pyrrolo[3,4-b]pyrrole-3-carboxylic acid ethyl ester

実験手順

The title compound was prepared in analogy to the procedure described for Step H1, but diethylaluminium chloride (1.8M in toluene) was used instead of trimethylaluminium chloride, and 2-bromo-5-[(5-chloro-1-methyl-6-oxo-1,6-dihydro-pyridin-3-ylamino)-(4-chloro-phenyl)-methyl]-1-isopropyl-1H-pyrrole-3,4-dicarboxylic acid diethyl ester (Step BM1) 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 beige solid. tR: 1.16 min (HPLC 3); ESI-MS: tR=1.11 min, [M+H]+ 566/568/570 (LC-MS 1); TLC: Rf=0.14 (EtOAc).

後処理

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

出典と根拠

ORDレコード
ord-f8d5680769ed479dbaafffbf7214b091
出典データセット
uspto-grants-2016_06
特許番号
US09365576B2

反応ノート

読み込み中…