Potassium Carbonate → HCID 69675721、化合物

HRID 1751410ノート

反応式

HRID 1751410 の反応式
[CH3:1][O:2][C:3](=[O:43])[NH:4][CH:5]([CH:37]1[CH2:42][CH2:41][O:40][CH2:39][CH2:38]1)[C:6](=[O:36])[N:7]1[CH2:11][CH2:10][CH2:9][CH:8]1[C:12]1[NH:13][C:14]([C:17]2[CH:26]=[CH:25][C:24]3[C:19](=[CH:20][CH:21]=[C:22](B4OC(C)(C)C(C)(C)O4)[CH:23]=3)[CH:18]=2)=[CH:15][N:16]=1.[C:44]([O:48][C:49](=[O:61])[NH:50][CH2:51][C:52]([C:54]1[CH:59]=[CH:58][C:57](Br)=[CH:56][CH:55]=1)=[O:53])([CH3:47])([CH3:46])[CH3:45].C(=O)([O-])[O-].[K+].[K+]>COCCOC.O.[Cl-].[Na+].O>[CH3:1][O:2][C:3](=[O:43])[NH:4][CH:5]([CH:37]1[CH2:38][CH2:39][O:40][CH2:41][CH2:42]1)[C:6]([N:7]1[CH2:11][CH2:10][CH2:9][CH:8]1[C:12]1[NH:13][C:14]([C:17]2[CH:26]=[CH:25][C:24]3[C:19](=[CH:20][CH:21]=[C:22]([C:57]4[CH:58]=[CH:59][C:54]([C:52](=[O:53])[CH2:51][NH:50][C:49]([O:48][C:44]([CH3:47])([CH3:46])[CH3:45])=[O:61])=[CH:55][CH:56]=4)[CH:23]=3)[CH:18]=2)=[CH:15][N:16]=1)=[O:36]

参加物

7

反応物 3

HCID 11430Potassium CarbonateHCID 59610197tert-butyl N-[2-(4-bromophenyl)-2-oxoethyl]carbamateHCID 69675202[2-Oxo-1-(tetrahydro-pyran-4-yl)-2-(2-{5-[6-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-naphthalen-2-yl]-1H-imidazol-2-yl}-pyrrolidin-1-yl)-ethyl]-carbamic acid methyl ester

生成物 1

HCID 69675721HCID 69675721、化合物

試薬・触媒・溶媒 3

HCID 962Water溶媒HCID 80711,2-Dimethoxyethane溶媒HCID 57417360Sodium chloride; water溶媒

実験手順

[2-Oxo-1-(tetrahydro-pyran-4-yl)-2-(2-{5-[6-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-naphthalen-2-yl]-1H-imidazol-2-yl}-pyrrolidin-1-yl)-ethyl]-carbamic acid methyl ester (200 mg, 0.34 mmol), [2-(4-Bromo-phenyl)-2-oxo-ethyl]-carbamic acid tert-butyl ester (106 mg, 0.34 mmol), Pd[PPh3]4 (39.2 mg, 0.034 mmol), potassium carbonate (117 mg, 0.85 mmol) was heated at 120 C in the microwave for 22 minutes in DME (2.5 mL) and water (0.3 mL). Brine (1 mL) was added and the organic layer was isolated and the volatiles were removed. The product was purified via flash chromatography on silica gel (eluent: EtOAc/hexanes) to yield 183 mg.

後処理

  1. customthe organic layer was isolated
  2. customthe volatiles were removed
  3. customThe product was purified via flash chromatography on silica gel (eluent: EtOAc/hexanes)
  4. customto yield 183 mg

出典と根拠

ORDレコード
ord-ad3a86b403ba406aa39a4c09ab303399
出典データセット
uspto-grants-2015_10
特許番号
US09156823B2

反応ノート

読み込み中…