Ethyl Acetate → (S)-2-tert-butoxy-2-(7-(4-chlorophenyl)-5-methyl-2-(5-(1-methyl-1H-indazol-5-yl)pyridin-3-yl)benzo[d]thiazol-6-yl)ethyl pivalate

HRID 510293ノート

反応式

HRID 510293 の反応式
[C:1]([O:7][CH2:8][C@H:9]([C:15]1[C:30]([CH3:31])=[CH:29][C:18]2[N:19]=[C:20]([C:22]3[CH:23]=[N:24][CH:25]=[C:26](Br)[CH:27]=3)[S:21][C:17]=2[C:16]=1[C:32]1[CH:37]=[CH:36][C:35]([Cl:38])=[CH:34][CH:33]=1)[O:10][C:11]([CH3:14])([CH3:13])[CH3:12])(=[O:6])[C:2]([CH3:5])([CH3:4])[CH3:3].[CH3:39][N:40]1[C:48]2[C:43](=[CH:44][C:45](B(O)O)=[CH:46][CH:47]=2)[CH:42]=[N:41]1.C(OCC)(=O)C>O>[C:1]([O:7][CH2:8][C@@H:9]([O:10][C:11]([CH3:14])([CH3:13])[CH3:12])[C:15]1[C:30]([CH3:31])=[CH:29][C:18]2[N:19]=[C:20]([C:22]3[CH:23]=[N:24][CH:25]=[C:26]([C:45]4[CH:44]=[C:43]5[C:48](=[CH:47][CH:46]=4)[N:40]([CH3:39])[N:41]=[CH:42]5)[CH:27]=3)[S:21][C:17]=2[C:16]=1[C:32]1[CH:37]=[CH:36][C:35]([Cl:38])=[CH:34][CH:33]=1)(=[O:6])[C:2]([CH3:5])([CH3:4])[CH3:3]

参加物

5

反応物 3

HCID 8857Ethyl AcetateHCID 225589101-Methyl-1H-indazole-5-boronic acidHCID 86699826(S)-2-(2-(5-bromopyridin-3-yl)-7-(4-chlorophenyl)-5-methylbenzo[d]thiazol-6-yl)-2-tert-butoxyethyl pivalate

生成物 1

HCID 86699827(S)-2-tert-butoxy-2-(7-(4-chlorophenyl)-5-methyl-2-(5-(1-methyl-1H-indazol-5-yl)pyridin-3-yl)benzo[d]thiazol-6-yl)ethyl pivalate

試薬・触媒・溶媒 1

HCID 962Water溶媒

反応条件

温度
115 °C

実験手順

(S)-2-(2-(5-bromopyridin-3-yl)-7-(4-chlorophenyl)-5-methylbenzo[d]thiazol-6-yl)-2-tert-butoxyethyl pivalate was telescoped into the subsequent reaction. 1-Methyl-1H-indazol-5-ylboronic acid (0.024 g, 0.14 mmol) was added to the one-half of the previous reaction mixture and reaction heated in microwave at 115° C. for 30 minutes. Reaction mixture was portioned between ethyl acetate and H2O, the organic layer removed and concentrated to give (S)-2-tert-butoxy-2-(7-(4-chlorophenyl)-5-methyl-2-(5-(1-methyl-1H-indazol-5-yl)pyridin-3-yl)benzo[d]thiazol-6-yl)ethyl pivalate. LCMS-ESI+: calc'd for C38H40ClN4O3S: 667.2 (M+H+); found: 667.3 (M+H+).

後処理

  1. customReaction mixture
  2. customthe organic layer removed
  3. concentrationconcentrated

出典と根拠

ORDレコード
ord-a7c5894db38b4f16987553dabe2eff7b
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…