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Dichloromethane → HCID 60209264, 화합물

HRID 2374042
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HRID 2374042 반응식
[NH2:1][C:2]1[CH:21]=[CH:20][C:5]([CH2:6][C:7]2[CH:12]=[CH:11][N:10]=[C:9]([NH:13][CH2:14][CH2:15][CH2:16][N:17]([CH3:19])[CH3:18])[CH:8]=2)=[C:4]([F:22])[CH:3]=1.COC1C=CC(CNC2N=CN=C(OC3C=CC(N[C:45]([NH:47][C:48](=[O:57])[CH2:49][C:50]4[CH:55]=[CH:54][C:53]([F:56])=[CH:52][CH:51]=4)=[O:46])=CC=3F)C=2)=CC=1.C(Cl)[Cl:62]>>[ClH:62].[CH3:19][N:17]([CH3:18])[CH2:16][CH2:15][CH2:14][NH:13][C:9]1[CH:8]=[C:7]([CH2:6][C:5]2[CH:20]=[CH:21][C:2]([NH:1][C:45]([NH:47][C:48](=[O:57])[CH2:49][C:50]3[CH:55]=[CH:54][C:53]([F:56])=[CH:52][CH:51]=3)=[O:46])=[CH:3][C:4]=2[F:22])[CH:12]=[CH:11][N:10]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 3

HCID 6344DichloromethaneHCID 115698931-(4-(6-(4-Methoxybenzylamino)pyrimidin-4-yloxy)-3-fluorophenyl)-3-(2-(4-fluorophenyl)acetyl)urea2회HCID 59852916N3-[4-[(4-Amino-2-fluorophenyl)methyl]-2-pyridinyl]-N1,N1-dimethyl-1,3-propanediamine

생성물 1

HCID 60209264HCID 60209264, 화합물수율 14%

실험 절차

To a solution of 4-(4-amino-2-fluorobenzyl)-N-(3-(dimethylamino)propyl)pyridin-2-amine (30 mg, 0.1 mmol) in DCM (2 mL) was added a solution of 2-(4-fluorophenyl)acetyl isocyanate (Compound D of Example 11, 0.347 M in toluene, 0.25 mL). The mixture was stirred at room temperature for 0.5 h before it was quenched with MeOH. The solution was concentrated in vacuo and the residue was purified by prep. HPLC. The desired fractions were collected and concentrated in vacuo. The residue was dissolved in MeOH and polymer bound diethylene triamine (50 mg) was added to remove trifluoroacetic acid. After filtration and concentration, the residue was converted to a hydrochloride salt by the addition of 1 N HCl (0.5 mL) and lyophilized to give 1-(4-((2-(3-(dimethylamino)propylamino)pyridin-4-yl)methyl)-3-fluorophenyl)-3-(2-(4-fluorophenyl)acetyl)urea hydrochloride (8.0 mg, 14% yield). MS(ESI+): m/z 482.24 (M+H)+.

후처리

  1. customwas quenched with MeOH
  2. concentrationThe solution was concentrated in vacuo
  3. customthe residue was purified by prep
  4. customThe desired fractions were collected
  5. concentrationconcentrated in vacuo
  6. dissolutionThe residue was dissolved in MeOH
  7. additionpolymer bound diethylene triamine (50 mg) was added
  8. customto remove trifluoroacetic acid
  9. filtrationAfter filtration and concentration
  10. additionthe residue was converted to a hydrochloride salt by the addition of 1 N HCl (0.5 mL)

출처 및 근거

ORD 기록
ord-9e28a2e04f15467393467522310f5c3e
출처 데이터셋
uspto-grants-2008_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07459562B2

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