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Hydrochloric Acid → 6-(2-Methyl-6-(1,2,3,4-tetrahydroisoquinolin-1-yl)phenyl)-3-morpholinoquinolin-2-amine

HRID 1028953
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반응식

HRID 1028953 반응식
[C:1]1([C:11]2[CH:16]=[CH:15][CH:14]=[C:13]([CH3:17])[C:12]=2[C:18]2[CH:19]=[C:20]3[C:25](=[CH:26][CH:27]=2)[N:24]=[C:23]([NH2:28])[C:22]([N:29]2[CH2:34][CH2:33][O:32][CH2:31][CH2:30]2)=[CH:21]3)[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH2:4][CH2:3][N:2]=1.[BH4-].[Na+].Cl>CO>[CH3:17][C:13]1[CH:14]=[CH:15][CH:16]=[C:11]([CH:1]2[C:10]3[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=3)[CH2:4][CH2:3][NH:2]2)[C:12]=1[C:18]1[CH:19]=[C:20]2[C:25](=[CH:26][CH:27]=1)[N:24]=[C:23]([NH2:28])[C:22]([N:29]1[CH2:34][CH2:33][O:32][CH2:31][CH2:30]1)=[CH:21]2
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참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 4311764Sodium borohydrideHCID 673247536-(2-(3,4-Dihydroisoquinolin-1-yl)-6-methylphenyl)-3-morpholinoquinolin-2-amine

생성물 1

HCID 533286426-(2-Methyl-6-(1,2,3,4-tetrahydroisoquinolin-1-yl)phenyl)-3-morpholinoquinolin-2-amine

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

A suspension of 6-(2-(3,4-dihydroisoquinolin-1-yl)-6-methylphenyl)-3-morpholinoquinolin-2-amine (0.0075 g, 0.017 mmol) in MeOH (0.50 mL) was treated with NaBH4 (25.0 mg, 0.661 mmol) and stirred at ambient temperature overnight. On following day, reaction mixture treated with 2N HCl and stirred for 2 h. The mixture was filtered and the filtrate was purified directly by reverse phase HPLC (1-90% acetonitrile/H2O, TFA modifier, 20 min). Single fraction freeze-dried to afford 6-(2-methyl-6-(1,2,3,4-tetrahydroisoquinolin-1-yl)phenyl)-3-morpholinoquinolin-2-amine (2,2,2-trifluoroacetate salt). MS (ESI, pos. ion) m/z: 451 (M+1).

후처리

  1. waitOn following day
  2. customreaction mixture
  3. stirringstirred for 2 h
  4. filtrationThe mixture was filtered
  5. customthe filtrate was purified directly by reverse phase HPLC (1-90% acetonitrile/H2O, TFA modifier, 20 min)
  6. customSingle fraction freeze-dried

출처 및 근거

ORD 기록
ord-a4399b33448049b59e574decc32e704f
출처 데이터셋
uspto-grants-2014_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08735384B2

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