2-(Chloroacetyl)thiophene → HCID 86643238, 화합물

HRID 1255087노트

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HRID 1255087 반응식
N12[CH2:8][CH2:7][CH:4](CC1)[C@@H:3]([O:9][C:10](=[O:26])[C@H:11]([NH:18][C:19]1[CH:24]=[CH:23][C:22]([F:25])=[CH:21][CH:20]=1)[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)C2.[Cl:27][CH2:28][C:29]([C:31]1[S:32][CH:33]=[CH:34][CH:35]=1)=[O:30]>CC#N>[Cl-:27].[F:25][C:22]1[CH:21]=[CH:20][C:19]([NH:18][CH:11]([C:12]2[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=2)[C:10](=[O:26])[O:9][C@@H:3]2[CH2:4][CH:7]3[CH2:8][CH2:19][N+:18]2([CH2:28][C:29](=[O:30])[C:31]2[S:32][CH:33]=[CH:34][CH:35]=2)[CH2:11][CH2:10]3)=[CH:24][CH:23]=1

참가 물질

4

반응물 2

HCID 27579252-(Chloroacetyl)thiopheneHCID 59401133(R)-((R)-quinuclidin-3-yl) 2-(4-fluorophenylamino)-2-phenylacetate

생성물 1

HCID 86643238HCID 86643238, 화합물수율 72.1%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

반응 조건

온도
100 °C

실험 절차

To a solution of (R)-(4-fluoro-phenylamino)-phenyl-acetic acid (R)-(1-aza-bicyclo[2.2.2]oct-3-yl)ester (C254) (200 mg, 0.56 mmol) in CH3CN (2 mL), is added 2-chloro-1-(thiophen-2-yl)ethanone (100 mg, 0.62 mmol). The reaction is heated at 100° C. for 1 hour under MW irradiation. The solvent is evaporated and the crude is purified by flash chromatography (DCM/MeOH=9/1) recovering the title compound as a white solid (104 mg, 36% yield, chloride salt, single diastereoisomer).

후처리

  1. customThe solvent is evaporated
  2. customthe crude is purified by flash chromatography (DCM/MeOH=9/1)

출처 및 근거

ORD 기록
ord-5567a5f4848b4716a9a3e444c28598b7
출처 데이터셋
uspto-grants-2013_06
특허 번호
US08455646B2

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