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Hydrochloric Acid → {2,4-dioxo-3-[4-(phenethylcarbamoyl-methyl)-phenyl]-3,4-dihydro-2H-quinazolin-1-yl}-acetic acid tert-butyl ester

HRID 472746
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HRID 472746 반응식
[C:1]([O:5][C:6]([CH2:8][N:9]1[C:18]2[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=2)[C:12](=[O:19])[N:11]([C:20]2[CH:25]=[CH:24][C:23]([CH2:26][C:27]([OH:29])=O)=[CH:22][CH:21]=2)[C:10]1=[O:30])=[O:7])([CH3:4])([CH3:3])[CH3:2].[NH2:31][CH2:32][CH2:33][C:34]1[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=1.CN(C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.CCN(C(C)C)C(C)C.Cl>C(Cl)Cl.O>[C:1]([O:5][C:6](=[O:7])[CH2:8][N:9]1[C:18]2[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=2)[C:12](=[O:19])[N:11]([C:20]2[CH:25]=[CH:24][C:23]([CH2:26][C:27](=[O:29])[NH:31][CH2:32][CH2:33][C:34]3[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=3)=[CH:22][CH:21]=2)[C:10]1=[O:30])([CH3:3])([CH3:2])[CH3:4]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

8

반응물 5

HCID 313Hydrochloric AcidHCID 1001PhenethylamineHCID 81531DiisopropylethylamineHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 68589939[4-(1-tert-butoxycarbonylmethyl-2,4-dioxo-1,4-dihydro-2H-quinazolin-3-yl)-phenyl]-acetic acid2회

생성물 1

HCID 68593254
{2,4-dioxo-3-[4-(phenethylcarbamoyl-methyl)-phenyl]-3,4-dihydro-2H-quinazolin-1-yl}-acetic acid tert-butyl ester

시약·촉매·용매 2

HCID 962Water용매HCID 6344Dichloromethane용매

실험 절차

A stirred suspension of [4-(1-tert-butoxycarbonylmethyl-2,4-dioxo-1,4-dihydro-2H-quinazolin-3-yl)-phenyl]-acetic acid (Intermediate F) (932 mg, 2.27 mmol), 2-(aminoethyl)benzene (1.2 eq, 344 mg, 2.72 mmol) and HATU (1.2 eq, 1.035 g. 2.72 mmol) in DCM (8 ml) is treated with DIPEA (2 eq, 711 μL, 4.54 mmol). The reaction mixture is stirred at RT for 48 hours. The mixture is diluted with distilled water (5 ml) followed by 0.1 M HCl (5 ml) and extracted with EtOAc (2×15 ml). The combined organic portions are washed with aqueous saturated aqueous NaHCO3, dried (MgSO4) and concentrated in vacuo.

후처리

  1. extractionextracted with EtOAc (2×15 ml)
  2. washThe combined organic portions are washed with aqueous saturated aqueous NaHCO3
  3. dry with materialdried (MgSO4)
  4. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-c0de42422e264048a931d14bff3540a6
출처 데이터셋
uspto-grants-2014_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08633211B2

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