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Methanol → HCID 57098847, 화합물

HRID 1416471
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HRID 1416471 반응식
C(OC([N:11]1[CH2:16][CH2:15][N:14]([C:17]2[N:26]=[C:25]([O:27][C@H:28]3[CH2:32][C@@H:31](O)[C@H:30]([OH:34])[C@@H:29]3[OH:35])[C:24]3[C:19](=[CH:20][CH:21]=[CH:22][CH:23]=3)[N:18]=2)[CH2:13][CH2:12]1)=O)C1C=CC=CC=1.[CH3:36][OH:37]>[Pd]>[OH:35][C@H:29]1[C@@H:30]([OH:34])[C@H:31]([O:37][CH3:36])[CH2:32][C@@H:28]1[O:27][C:25]1[C:24]2[C:19](=[CH:20][CH:21]=[CH:22][CH:23]=2)[N:18]=[C:17]([N:14]2[CH2:15][CH2:16][NH:11][CH2:12][CH2:13]2)[N:26]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 887MethanolHCID 67582894HCID 67582894, 화합물

생성물 1

HCID 57098847HCID 57098847, 화합물

시약·촉매·용매 1

HCID 23938Palladium촉매

실험 절차

To a solution of 2-[4-(benzyloxycarbonyl)piperazin-1-yl]-4-[(1S,2S,3S,4R)-(2,3,4-trihydroxycyclopentan-1-yl)oxy]quinazoline [cf. Example 33(4)] (1.00 g) in methanol (15 ml) is added 10% palladium/carbon (200 mg), and the mixture is stirred under hydrogen atmosphere and under atmospheric pressure at room temperature for 3 hours. The reaction mixture is filtered, and the filtrate is evaporated to dryness under reduced pressure, and the residue is dissolved in ethanol (35 ml) and thereto is added fumaric acid (242 mg). The precipitated crystals are dissolved by adding water to the mixture. The mixture is filtered and the filtrate is evaporated to dryness under reduced pressure, and the resulting residue is recrystallized from water-ethanol to give 4-[(1S,2S,3S,4R)-(2,3,4-trihydroxycyclopentan-1-yl)oxy]-2-(1-piperazinyl)quinazoline 1/2 fumarate (390 mg) as crystals.

후처리

  1. filtrationThe reaction mixture is filtered
  2. customthe filtrate is evaporated to dryness under reduced pressure
  3. dissolutionthe residue is dissolved in ethanol (35 ml)
  4. additionis added fumaric acid (242 mg)
  5. dissolutionThe precipitated crystals are dissolved
  6. additionby adding water to the mixture
  7. filtrationThe mixture is filtered
  8. customthe filtrate is evaporated to dryness under reduced pressure
  9. customthe resulting residue is recrystallized from water-ethanol

출처 및 근거

ORD 기록
ord-5091d335ff3d4b6096478cad06643076
출처 데이터셋
uspto-grants-1999_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05912247

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