Triethylamine → HCID 66924235, 화합물

HRID 2177018

반응식

HRID 2177018 반응식
Cl.[F:2][C:3]1[CH:10]=[CH:9][CH:8]=[C:7]([O:11][CH2:12][CH:13]2[CH2:18][CH2:17][NH:16][CH2:15][CH2:14]2)[C:4]=1[C:5]#[N:6].[Cl:19][C:20]1[CH:28]=[CH:27][CH:26]=[CH:25][C:21]=1[C:22](Cl)=[O:23].C(N(CC)CC)C>>[Cl:19][C:20]1[CH:28]=[CH:27][CH:26]=[CH:25][C:21]=1[C:22]([N:16]1[CH2:17][CH2:18][CH:13]([CH2:12][O:11][C:7]2[CH:8]=[CH:9][CH:10]=[C:3]([F:2])[C:4]=2[C:5]#[N:6])[CH2:14][CH2:15]1)=[O:23]

참가 물질

4

반응물 3

HCID 8471TriethylamineHCID 691102-Chlorobenzoyl chlorideHCID 669243782-Fluoro-6-(piperidin-4-ylmethoxy)-benzonitrile hydrochloride

생성물 1

HCID 66924235HCID 66924235, 화합물수율 86%

실험 절차

A mixture of 2-fluoro-6-(piperidin-4-ylmethoxy)-benzonitrile hydrochloride (200 mg; 0.7 mmol) (Example 126, Step 3) was stirred at room temperature with 2-chlorobenzoyl chloride (129 mg; 0.7 mmol) and triethylamine (0.3 mL; 2.1 mmol) for 16 hours. Reaction was cooled and quenched with dilute HCl and mixture extracted with ethyl acetate (2×20 mL). Combined organics washed with water, saturated sodium bicarbonate, brine and dried over Na2SO4. Crude material was purified by chromatography using 0.5-2% methanol/DCM gradient to afford 2-[1-(2-chloro-benzoyl)-piperidin-4-ylmethoxy]-6-fluoro-benzonitrile as a white solid. (225 mg; 86% yield).

후처리

  1. customReaction
  2. temperaturewas cooled
  3. customquenched with dilute HCl and mixture
  4. extractionextracted with ethyl acetate (2×20 mL)
  5. washCombined organics washed with water, saturated sodium bicarbonate, brine
  6. dry with materialdried over Na2SO4
  7. customCrude material was purified by chromatography

출처 및 근거

ORD 기록
ord-c1a373eae33b4a07aa8fc959e8c96c4d
출처 데이터셋
uspto-grants-2015_06
특허 번호
US09067897B2

연결된 노트

불러오는 중…