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

HRID 630480노트

반응식

HRID 630480 반응식
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

참가 물질

6

반응물 4

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

생성물 1

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

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

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

후처리

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

출처 및 근거

ORD 기록
ord-d85ea18ce22247b58dafdbfe25f54d63
출처 데이터셋
uspto-grants-2016_04
특허 번호
US09315490B2

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