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Trifluoroacetic acid → HCID 136104957, 화합물

HRID 2062288
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HRID 2062288 반응식
[OH:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[N:17]=[C:16]([N:18]2[CH2:23][CH2:22][CH:21]([NH:24]C(=O)OC(C)(C)C)[CH2:20][CH2:19]2)[C:15]2[C:10](=[CH:11][C:12]([CH3:32])=[CH:13][CH:14]=2)[N:9]=1.C(O)(C(F)(F)F)=O>C(Cl)Cl>[NH2:24][CH:21]1[CH2:22][CH2:23][N:18]([C:16]2[C:15]3[C:10](=[CH:11][C:12]([CH3:32])=[CH:13][CH:14]=3)[N:9]=[C:8]([C:3]3[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=3[OH:1])[N:17]=2)[CH2:19][CH2:20]1
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참가 물질

4

반응물 2

HCID 6422Trifluoroacetic acidHCID 136121342HCID 136121342, 화합물

생성물 1

HCID 136104957HCID 136104957, 화합물수율 83.4%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

tert-Butyl 1-(2-(2-hydroxyphenyl)-7-methylquinazolin-4-yl)piperidin-4-ylcarbamate (3.21 g, 7.39 mmol) was dissolved in CH2Cl2 (55 ml). TFA (50 ml) was added and the reaction was stirred for 1 hour. After evaporating the solvents in vacuo, the crude material was diluted with CH2Cl2 and neutralized with a 1 N NaOH solution. The layers were separated, and the aqueous layer was extracted three times with CH2Cl2 (30 ml). The combined organic layers were dried over MgSO4, filtered, and concentrated to give 2-(4-(4-aminopiperidin-1-yl)-7-methylquinazolin-2-yl)phenol as a yellow solid (2.06 g, 83%). LC/MS: m/z 335.3 (M+H)+ at 1.42 min (10%-99% CH3CN (0.035% TFA)/H2O (0.05% TFA)).

후처리

  1. customAfter evaporating the solvents in vacuo
  2. additionthe crude material was diluted with CH2Cl2
  3. customThe layers were separated
  4. extractionthe aqueous layer was extracted three times with CH2Cl2 (30 ml)
  5. dry with materialThe combined organic layers were dried over MgSO4
  6. filtrationfiltered
  7. concentrationconcentrated

출처 및 근거

ORD 기록
ord-5efa9e226b7f40a788e9db8504e88a13
출처 데이터셋
uspto-grants-2012_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08283354B2

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