Triethylamine → Isoquinoline,6-[[1-(2-pyrimidinyl)-4-piperidinyl]oxy]-,hydrochloride

HRID 1022879노트

반응식

HRID 1022879 반응식
Cl.[NH:2]1[CH2:7][CH2:6][CH:5]([O:8][C:9]2[CH:10]=[C:11]3[C:16](=[CH:17][CH:18]=2)[CH:15]=[N:14][CH:13]=[CH:12]3)[CH2:4][CH2:3]1.C(N(CC)CC)C.[Cl:26][C:27]1[CH:32]=[CH:31][N:30]=[CH:29][N:28]=1>N1C=CC=CC=1>[ClH:26].[N:28]1[CH:27]=[CH:32][CH:31]=[N:30][C:29]=1[N:2]1[CH2:7][CH2:6][CH:5]([O:8][C:9]2[CH:10]=[C:11]3[C:16](=[CH:17][CH:18]=2)[CH:15]=[N:14][CH:13]=[CH:12]3)[CH2:4][CH2:3]1

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 6428344-ChloropyrimidineHCID 674289666-(Piperidin-4-yloxy)-isoquinoline hydrochloride

생성물 1

HCID 67430385Isoquinoline,6-[[1-(2-pyrimidinyl)-4-piperidinyl]oxy]-,hydrochloride

시약·촉매·용매 1

HCID 1049Pyridine용매

반응 조건

온도
65 °C

실험 절차

150 mg of 6-(Piperidine-4-yloxy)-isoquinoline hydrochloride (124) are dissolved in 10 mL of dry pyridine. 177 mg of triethylamine and 69 mg of 4-chloropyrimidine are added and the solution is stirred at 65° C. for 6 hours. The reaction mixture is poured on brine and extracted three times with ethyl acetate. The combined organic layers are dried over magnesium sulfate, evaporated to dryness and the crude product is purified by preparative HPLC. The product is converted into the corresponding HCl salt by taking up the product in 20 mL of 1 N hydrochloric acid followed by lyophilization. Yield: 47 mg. Rt=1.05 min (Method #2). Detected mass: 307.1 (M+H+).

후처리

  1. additionThe reaction mixture is poured on brine
  2. extractionextracted three times with ethyl acetate
  3. dry with materialThe combined organic layers are dried over magnesium sulfate
  4. customevaporated to dryness
  5. customthe crude product is purified by preparative HPLC

출처 및 근거

ORD 기록
ord-d47123567d324623a5ee642e8f611206
출처 데이터셋
uspto-grants-2014_05
특허 번호
US08722671B2

반응 노트

불러오는 중…