Water → HCID 58182165、化合物

HRID 2088429ノート

反応式

HRID 2088429 の反応式
Br[C:2]1[S:3][CH:4]=[C:5]([C:7]([NH:9][C:10]2[CH:11]=[N:12][CH:13]=[CH:14][C:15]=2[N:16]2[CH2:21][CH2:20][CH2:19][C@H:18]([NH:22][C:23](=[O:29])[O:24][C:25]([CH3:28])([CH3:27])[CH3:26])[CH2:17]2)=[O:8])[N:6]=1.[F:30][C:31]1[CH:36]=[CH:35][CH:34]=[CH:33][C:32]=1B(O)O.C([O-])(=O)C.[K+].O>C(=O)([O-])[O-].[Na+].[Na+].C(#N)C.[Pd](Cl)Cl.C1(P(C2C=CC=CC=2)[C-]2C=CC=C2)C=CC=CC=1.[C-]1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=C1.[Fe+2]>[F:30][C:31]1[CH:36]=[CH:35][CH:34]=[CH:33][C:32]=1[C:2]1[S:3][CH:4]=[C:5]([C:7]([NH:9][C:10]2[CH:11]=[N:12][CH:13]=[CH:14][C:15]=2[N:16]2[CH2:21][CH2:20][CH2:19][C@H:18]([NH:22][C:23](=[O:29])[O:24][C:25]([CH3:28])([CH3:27])[CH3:26])[CH2:17]2)=[O:8])[N:6]=1

参加物

8

反応物 4

HCID 962Water2 回HCID 517044Potassium AcetateHCID 27343542-Fluorophenylboronic acidHCID 58182192(S)-tert-butyl 1-(3-(2-bromothiazole-4-carboxamido)pyridin-4-yl)piperidin-3-ylcarbamate

生成物 1

HCID 58182165HCID 58182165、化合物

試薬・触媒・溶媒 3

HCID 178418228Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+)触媒HCID 6342Acetonitrile溶媒HCID 10340Sodium Carbonate溶媒

実験手順

In a microwave safe sealed tube was charged a mixture of ((S)-tert-butyl 1-(3-(2-bromothiazole-4-carboxamido)pyridin-4-yl)piperidin-3-ylcarbamate (96.5 mg, 0.2 mmol), 2-Fluorophenylboronic acid (33.6 mg, 0.24 mmol), 1,1′-Bis(diphenylphosphino)ferrocene palladium (II) chloride (81.7 mg, 0.1 mmol), 1.00 M of Potassium acetate in Water (0.3 mL, 0.3 mmol), 1.00 M of Sodium carbonate in Water (0.3 mL, 0.3 mmol) in acetonitrile (5 mL). The mixture was irradiated at 300 W 110° C. for 15 minutes. The reaction mixture was then concentrated and the residue was purified on silica eluting with 0 to 5% MeOH in DCM with 1% NH4OH (90.0 mg, 90.4%). ESIMS m/z=498.2 (M+1).

後処理

  1. additionIn a microwave safe sealed tube was charged
  2. customThe mixture was irradiated at 300 W 110° C. for 15 minutes
  3. concentrationThe reaction mixture was then concentrated
  4. customthe residue was purified on silica eluting with 0 to 5% MeOH in DCM with 1% NH4OH (90.0 mg, 90.4%)

出典と根拠

ORDレコード
ord-4b7fb7376b444df6b810df857608bfc7
出典データセット
uspto-grants-2013_05
特許番号
US08435976B2

反応ノート

読み込み中…