3-Fluorobenzoyl chloride → (3R)-N-{4'-[(3-Fluorobenzoyl)amino]biphenyl-4-yl}quinuclidine-3-carboxamide hydrochloride

HRID 588353노트

반응식

HRID 588353 반응식
Cl.Cl.[NH2:3][C:4]1[CH:9]=[CH:8][C:7]([C:10]2[CH:15]=[CH:14][C:13]([NH:16][C:17]([C@@H:19]3[CH:24]4[CH2:25][CH2:26][N:21]([CH2:22][CH2:23]4)[CH2:20]3)=[O:18])=[CH:12][CH:11]=2)=[CH:6][CH:5]=1.[F:27][C:28]1[CH:29]=[C:30]([CH:34]=[CH:35][CH:36]=1)[C:31]([Cl:33])=[O:32]>N1C=CC=CC=1>[ClH:33].[F:27][C:28]1[CH:29]=[C:30]([CH:34]=[CH:35][CH:36]=1)[C:31]([NH:3][C:4]1[CH:9]=[CH:8][C:7]([C:10]2[CH:11]=[CH:12][C:13]([NH:16][C:17]([C@@H:19]3[CH:24]4[CH2:23][CH2:22][N:21]([CH2:26][CH2:25]4)[CH2:20]3)=[O:18])=[CH:14][CH:15]=2)=[CH:6][CH:5]=1)=[O:32]

참가 물질

4

반응물 2

HCID 743763-Fluorobenzoyl chlorideHCID 67427707(3R)-N-(4'-Aminobiphenyl-4-yl)quinuclidine-3-carboxamide dihydrochloride

생성물 1

HCID 11431566(3R)-N-{4'-[(3-Fluorobenzoyl)amino]biphenyl-4-yl}quinuclidine-3-carboxamide hydrochloride

시약·촉매·용매 1

HCID 1049Pyridine용매

실험 절차

A solution of 50 mg (0.13 mmol) of ((3R)—N-(4′-aminobiphenyl-4-yl)quinuclidine-3-carboxamide dihydrochloride (Example 7A) and 40.2 mg (0.25 mmol) of 3-fluorobenzoyl chloride in 1.0 ml of pyridine is stirred at room temperature for 3 h. The reaction mixture is concentrated in vacuo, and the residue is purified by preparative HPLC. The product fractions are concentrated, mixed with 3 ml of 1 N hydrochloric acid, again concentrated and dried under high vacuum. 48 mg (73.4% of theory) of the title compound are obtained.

후처리

  1. concentrationThe reaction mixture is concentrated in vacuo
  2. customthe residue is purified by preparative HPLC
  3. concentrationThe product fractions are concentrated
  4. additionmixed with 3 ml of 1 N hydrochloric acid
  5. concentrationagain concentrated
  6. customdried under high vacuum

출처 및 근거

ORD 기록
ord-031db28bca7340ee87e6b2ece672ac80
출처 데이터셋
uspto-grants-2016_01
특허 번호
US09227964B2

반응 노트

불러오는 중…