Diisopropylethylamine → HCID 71212188, 화합물

HRID 1752243노트

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HRID 1752243 반응식
[O:1]=[C:2]1[C@@H:6](OS(C)(=O)=O)[CH2:5][CH2:4][NH:3]1.[Cl:12][C:13]1[CH:18]=[CH:17][C:16]([C:19]([CH:21]2[CH2:26][CH2:25][NH:24][CH2:23][CH2:22]2)=[O:20])=[CH:15][CH:14]=1.CCN(C(C)C)C(C)C>>[Cl:12][C:13]1[CH:14]=[CH:15][C:16]([C:19]([CH:21]2[CH2:26][CH2:25][N:24]([CH:6]3[CH2:5][CH2:4][NH:3][C:2]3=[O:1])[CH2:23][CH2:22]2)=[O:20])=[CH:17][CH:18]=1

참가 물질

4

반응물 3

HCID 81531DiisopropylethylamineHCID 27771154-(4-Chlorobenzoyl)PiperidineHCID 14256265(S)-2-oxopyrrolidin-3-yl methanesulfonate

생성물 1

HCID 71212188HCID 71212188, 화합물수율 31%

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온도
85 °C

실험 절차

A 10 mL microwave vial containing methanesulfonic acid (S)-2-oxo-pyrrolidin-3-yl ester (0.56 mmol, 100 mg) and (4-chloro-phenyl)-piperidin-4-yl-methanone (0.56 mmol, 125 mg) in DIEA (2.8 mmol, 0.5 mL) was heated to 85° C. for 105 min. The diisopropylethylamine was decanted off and flash column chromatography (silica) was performed eluting with ethyl acetate to 20% MeOH/ethyl acetate afforded the title compound (53 mg, 31% yield). MS (ESI) m/e 307.3 (M+H+), calculated 306.2; HPLC (Novapak 150×3.9 mm C18 column: mobile phase: 10-90% acetonitrile/water with 0.1% TFA, at 2 mL/min over 5 min.) retention time=2.506 min.

후처리

  1. customThe diisopropylethylamine was decanted off
  2. washflash column chromatography (silica) was performed eluting with ethyl acetate to 20% MeOH/ethyl acetate

출처 및 근거

ORD 기록
ord-f427375f05234234b870b9bc4ccbd761
출처 데이터셋
uspto-grants-2015_10
특허 번호
US09163003B2

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