Hydrochloric Acid → HCID 18542693, 화합물

HRID 1268161노트

반응식

HRID 1268161 반응식
[ClH:1].Cl.Cl.[CH2:4]([N:11]([CH2:25]/[CH:26]=[CH:27]/[C:28]1[CH:29]=[C:30]([CH:34]=[CH:35][CH:36]=1)[C:31]([NH2:33])=[NH:32])[C:12]1[CH:17]=[CH:16][C:15]([O:18][CH:19]2[CH2:24][CH2:23][NH:22][CH2:21][CH2:20]2)=[CH:14][CH:13]=1)[C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1.Cl.[C:38](=[NH:43])(OCC)[CH3:39].C(N(CC)CC)C.Cl>CO.O1CCOCC1>[ClH:1].[ClH:1].[ClH:1].[C:38]([N:22]1[CH2:21][CH2:20][CH:19]([O:18][C:15]2[CH:14]=[CH:13][C:12]([N:11]([CH2:25]/[CH:26]=[CH:27]/[C:28]3[CH:29]=[C:30]([CH:34]=[CH:35][CH:36]=3)[C:31]([NH2:33])=[NH:32])[CH2:4][C:5]3[CH:6]=[CH:7][CH:8]=[CH:9][CH:10]=3)=[CH:17][CH:16]=2)[CH2:24][CH2:23]1)(=[NH:43])[CH3:39]

참가 물질

7

반응물 4

HCID 313Hydrochloric Acid2회HCID 8471TriethylamineHCID 2724290Ethanimidic acid, ethyl ester, hydrochloride (1:1)HCID 18542575HCID 18542575, 화합물

생성물 1

HCID 18542693HCID 18542693, 화합물수율 210%

시약·촉매·용매 2

HCID 887Methanol용매2회HCID 312751,4-Dioxane용매2회

실험 절차

To a solution of 3-[3-[N-benzyl-N-[4-(piperidin-4-yloxy)phenyl]amino]-1-(E)-propenyl]benzamidine trihydrochloride (335 mg) in methanol (20 ml) were added ethyl acetimidate hydrochloride (230 mg) and triethylamine (0.51 ml) at room temperature. The resulting mixture was stirred at room temperature for 12 hours. To the reaction mixture was added a 4M solution of hydrogen chloride in dioxane (1 ml) and the solution was concentrated in vacuo. The residue was purified by preparative HPLC (YMC-Pack ODS YMC) using 30% aqueous acetonitrile as an eluant to afford an amorphous solid. To a solution of the solid in methanol (10 ml) was added a 4M solution of hydrogen chloride in dioxane (0.5 ml) and the mixture was concentrated to dryness in vacuo. A solution of the residual solid in water (about 10 ml) was lyophilized to give the title compound (252 mg, yield 70%) as a colorless amorphous solid.

후처리

  1. concentrationthe solution was concentrated in vacuo
  2. customThe residue was purified by preparative HPLC (YMC-Pack ODS YMC)
  3. customto afford an amorphous solid
  4. concentrationthe mixture was concentrated to dryness in vacuo

출처 및 근거

ORD 기록
ord-8f61814b598d4bc2b8b1bcaf99aad399
출처 데이터셋
uspto-grants-2003_04
특허 번호
US06555556B1

반응 노트

불러오는 중…