Diisopropylethylamine → (1-(5-(2-Fluorophenyl)pyrimidin-2-yl)-3-methyl-1H-indol-6-yl)(1,3-oxazinan-3-yl)methanone

HRID 630480ノート

反応式

HRID 630480 の反応式
ON1C2N=CC=CC=2N=N1.[F:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=1[C:18]1[CH:19]=[N:20][C:21]([N:24]2[C:32]3[C:27](=[CH:28][CH:29]=[C:30]([C:33](O)=[O:34])[CH:31]=3)[C:26]([CH3:36])=[CH:25]2)=[N:22][CH:23]=1.[O:37]1[CH2:42][CH2:41][CH2:40][NH:39][CH2:38]1.C(N(C(C)C)CC)(C)C>ClCCl>[F:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=1[C:18]1[CH:19]=[N:20][C:21]([N:24]2[C:32]3[C:27](=[CH:28][CH:29]=[C:30]([C:33]([N:39]4[CH2:40][CH2:41][CH2:42][O:37][CH2:38]4)=[O:34])[CH:31]=3)[C:26]([CH3:36])=[CH:25]2)=[N:22][CH:23]=1

参加物

6

反応物 4

HCID 81531DiisopropylethylamineHCID 181649HOAtHCID 2873641,3-OxazinaneHCID 1186662451-(5-(2-Fluorophenyl)pyrimidin-2-yl)-3-methyl-1H-indole-6-carboxylic acid

生成物 1

HCID 118671765(1-(5-(2-Fluorophenyl)pyrimidin-2-yl)-3-methyl-1H-indol-6-yl)(1,3-oxazinan-3-yl)methanone

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

EDCxHCl (109 mg, 0.57 mmol) and 1-hydroxy-7-azabenzotriazole (17 mg, 0.12 mmol) were added to a solution of acid 89b) (200 mg, 0.50 mmol), 1,3-oxazinane (43.1 mg, 0.50 mmol) and diisopropylethylamine (0.13 mL, 0.74 mmol) in dichloromethane (2 mL) and the reaction mixture was stirred at room temperature for 18 h. The solvent was evaporated and the residue purified by column chromatography [silica, heptane with 5 to 100% ethyl acetate]. White solid. Yield: 51 mg. HPLC-MS: m/z [M+H]+=417.2

後処理

  1. customThe solvent was evaporated
  2. customthe residue purified by column chromatography [silica, heptane with 5 to 100% ethyl acetate]

出典と根拠

ORDレコード
ord-d85ea18ce22247b58dafdbfe25f54d63
出典データセット
uspto-grants-2016_04
特許番号
US09315490B2

反応ノート

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