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Diethylethanolamine → HCID 58879980, 화합물

HRID 1361419
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HRID 1361419 반응식
[C:1]([C:4]1[CH:9]=[C:8]([O:10][C:11]2[CH:19]=[CH:18][C:14]([C:15]([OH:17])=O)=[CH:13][C:12]=2[F:20])[CH:7]=[CH:6][N:5]=1)(=[O:3])[NH2:2].CN(C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.[NH2:45][C:46]1[C:47](=[O:59])[N:48]([C:52]2[CH:57]=[CH:56][C:55]([F:58])=[CH:54][CH:53]=2)[CH:49]=[CH:50][CH:51]=1.CCN(CCO)CC>CN(C=O)C.CO>[F:20][C:12]1[CH:13]=[C:14]([C:15](=[O:17])[NH:45][C:46]2[C:47](=[O:59])[N:48]([C:52]3[CH:57]=[CH:56][C:55]([F:58])=[CH:54][CH:53]=3)[CH:49]=[CH:50][CH:51]=2)[CH:18]=[CH:19][C:11]=1[O:10][C:8]1[CH:7]=[CH:6][N:5]=[C:4]([C:1]([NH2:2])=[O:3])[CH:9]=1
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참가 물질

7

반응물 4

HCID 7497DiethylethanolamineHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 58879956HCID 58879956, 화합물HCID 588799723-amino-1-(4-fluorophenyl)pyridin-2(1H)-one

생성물 1

HCID 58879980HCID 58879980, 화합물수율 57%

시약·촉매·용매 2

HCID 887Methanol용매HCID 6228Dimethylformamide용매

반응 조건

온도
50 °C

실험 절차

To a solution of 4-(2-carbamoylpyridin-4-yloxy)-3-fluorobenzoic acid (0.3 mmol, 83 mg) in DMF (2 mL), were added HATU (Perspective Biosystems, 0.45 mmol, 171 mg), 3-amino-1-(4-fluorophenyl)pyridin-2(1H)-one (0.3 mmol, 61.2 mg) and DEEA (Aldrich, 0.2 mL). The reaction mixture were heated at 50° C. for 5 h. After cooling to room temperature, 5 mL of methanol was added. The product was purified by preparative HPLC. The desired fractions were combined, neutralized to pH 7-8 with aq. K2HPO4, and concentrated in vacuo. The precipitate that formed was collected by filtration, rinsed with water, and dried under vacuum to give the desired product (78 mg, 57% yield). MS(ESf+) m/z 463.25 (M+H)+.

후처리

  1. temperatureAfter cooling to room temperature
  2. customThe product was purified by preparative HPLC
  3. concentrationconcentrated in vacuo
  4. customThe precipitate that formed
  5. filtrationwas collected by filtration
  6. washrinsed with water
  7. customdried under vacuum

출처 및 근거

ORD 기록
ord-ecdfdf6fdb3e451dbf7821a3bb60bcd1
출처 데이터셋
uspto-grants-2011_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07880004B2

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