Potassium Carbonate → (S)-2-(2-(5-bromopyridin-3-yl)-7-(4-chlorophenyl)-5-methylbenzo[d]thiazol-6-yl)-2-tert-butoxyethyl pivalate

HRID 510292ノート

反応式

HRID 510292 の反応式
[C:1]([O:7][CH2:8][C@H:9]([C:15]1[C:24]([CH3:25])=[CH:23][C:18]2[N:19]=[C:20](Br)[S:21][C:17]=2[C:16]=1[C:26]1[CH:31]=[CH:30][C:29]([Cl:32])=[CH:28][CH:27]=1)[O:10][C:11]([CH3:14])([CH3:13])[CH3:12])(=[O:6])[C:2]([CH3:5])([CH3:4])[CH3:3].[Br:33][C:34]1[CH:35]=[N:36][CH:37]=[C:38](B(O)O)[CH:39]=1.C(=O)([O-])[O-].[K+].[K+]>O1CCOCC1.C1C=CC([P]([Pd]([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1>[C:1]([O:7][CH2:8][C@H:9]([C:15]1[C:24]([CH3:25])=[CH:23][C:18]2[N:19]=[C:20]([C:38]3[CH:37]=[N:36][CH:35]=[C:34]([Br:33])[CH:39]=3)[S:21][C:17]=2[C:16]=1[C:26]1[CH:27]=[CH:28][C:29]([Cl:32])=[CH:30][CH:31]=1)[O:10][C:11]([CH3:13])([CH3:12])[CH3:14])(=[O:6])[C:2]([CH3:5])([CH3:3])[CH3:4]

参加物

6

反応物 3

HCID 11430Potassium CarbonateHCID 38148115-Bromopyridine-3-boronic acidHCID 86699799(S)-2-(2-bromo-7-(4-chlorophenyl)-5-methylbenzo[d]thiazol-6-yl)-2-tert-butoxyethyl pivalate

生成物 1

HCID 86699826(S)-2-(2-(5-bromopyridin-3-yl)-7-(4-chlorophenyl)-5-methylbenzo[d]thiazol-6-yl)-2-tert-butoxyethyl pivalate

試薬・触媒・溶媒 2

HCID 178418397HCID 178418397、化合物触媒HCID 312751,4-Dioxane溶媒

反応条件

温度
80 °C

実験手順

A mixture of (S)-2-(2-bromo-7-(4-chlorophenyl)-5-methylbenzo[d]thiazol-6-yl)-2-tert-butoxyethyl pivalate (0.134 g, 0.25 mmol), 3-bromo-pyridin-5-ylboronic acid (0.55 g, 0.27 mmol), Pd(PPh3)4 (0.014 g, 0.013 mmol), aq. 2M potassium carbonate solution (0.5 mL, 1.0 mmol) in degassed dioxane (2.0 mL) was heated in microwave at 80° C. for 30 minutes to give (S)-2-(2-(5-bromopyridin-3-yl)-7-(4-chlorophenyl)-5-methylbenzo[d]thiazol-6-yl)-2-tert-butoxyethyl pivalate. LCMS-ESI+: calc'd for C30H32BrClN2O3S: 617.1 (M+H+); found: 617.2 (M+H+).

出典と根拠

ORDレコード
ord-199a8cf2f66f47d585b0dc7afc1e0163
出典データセット
uspto-grants-2015_08
特許番号
US09096586B2

反応ノート

読み込み中…