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Trifluoroacetic acid → {2,4-dioxo-3-[4-(phenethylcarbamoyl-methyl)-phenyl]-3,4-dihydro-2H-quinazolin-1-yl}-acetic acid

HRID 472745
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인쇄 미리보기

반응식

HRID 472745 반응식
C([O:5][C:6](=[O:38])[CH2:7][N:8]1[C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[C:11](=[O:18])[N:10]([C:19]2[CH:24]=[CH:23][C:22]([CH2:25][C:26](=[O:36])[NH:27][CH2:28][CH2:29][C:30]3[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=3)=[CH:21][CH:20]=2)[C:9]1=[O:37])(C)(C)C.C([SiH](CC)CC)C.C(O)(C(F)(F)F)=O>C(Cl)Cl>[O:37]=[C:9]1[N:10]([C:19]2[CH:20]=[CH:21][C:22]([CH2:25][C:26](=[O:36])[NH:27][CH2:28][CH2:29][C:30]3[CH:31]=[CH:32][CH:33]=[CH:34][CH:35]=3)=[CH:23][CH:24]=2)[C:11](=[O:18])[C:12]2[C:17](=[CH:16][CH:15]=[CH:14][CH:13]=2)[N:8]1[CH2:7][C:6]([OH:38])=[O:5]
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참가 물질

5

반응물 3

HCID 6422Trifluoroacetic acidHCID 12052TriethylsilaneHCID 68593254{2,4-dioxo-3-[4-(phenethylcarbamoyl-methyl)-phenyl]-3,4-dihydro-2H-quinazolin-1-yl}-acetic acid tert-butyl ester2회

생성물 1

HCID 68588311{2,4-dioxo-3-[4-(phenethylcarbamoyl-methyl)-phenyl]-3,4-dihydro-2H-quinazolin-1-yl}-acetic acid

시약·촉매·용매 1

HCID 6344
Dichloromethane
용매

실험 절차

A stirred solution of {2,4-dioxo-3-[4-(phenethylcarbamoyl-methyl)-phenyl]-3,4-dihydro-2H-quinazolin-1-yl}-acetic acid tert-butyl ester (Intermediate E) (470 mg, 0.916 mmol) and triethylsilane (0.37 ml, 2.9 mmol) in dry DCM (2.5 ml) under argon is treated dropwise with TFA (2.5 ml). After 18 hours, the reaction mixture is evaporated in vacuo and the residue is triturated with MeOH resulting in a white solid. The solid is filtered and dried under vacuum to afford the title compound.

후처리

  1. customthe reaction mixture is evaporated in vacuo
  2. customthe residue is triturated with MeOH resulting in a white solid
  3. filtrationThe solid is filtered
  4. customdried under vacuum

출처 및 근거

ORD 기록
ord-eb69a9541bbd42c2bf6e3c131ef8819d
출처 데이터셋
uspto-grants-2014_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08633211B2

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