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Acetic Anhydride → HCID 88124317, 화합물

HRID 1655851
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HRID 1655851 반응식
[F:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([C:30]2[CH:35]=[CH:34][C:33]([F:36])=[CH:32][CH:31]=2)[N:9]2[CH2:15][CH2:14][CH2:13][N:12]([CH2:16][CH:17]([OH:29])[CH2:18][S:19][C:20]3[N:28]=[CH:27][N:26]=[C:25]4[C:21]=3[NH:22][CH:23]=[N:24]4)[CH2:11][CH2:10]2)=[CH:4][CH:3]=1.[C:37](OC(=O)C)(=[O:39])[CH3:38].CCN(CC)CC>C(Cl)Cl>[OH2:29].[F:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([C:30]2[CH:31]=[CH:32][C:33]([F:36])=[CH:34][CH:35]=2)[N:9]2[CH2:15][CH2:14][CH2:13][N:12]([CH2:16][CH:17]([O:29][C:37](=[O:39])[CH3:38])[CH2:18][S:19][C:20]3[N:28]=[CH:27][N:26]=[C:25]4[C:21]=3[NH:22][CH:23]=[N:24]4)[CH2:11][CH2:10]2)=[CH:4][CH:3]=1.[F:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([N:9]2[CH2:15][CH2:14][CH2:13][N:12]([CH2:16][CH:17]([O:29][C:37](=[O:39])[CH3:38])[CH2:18][S:19][C:20]3[N:28]=[CH:27][N:26]=[C:25]4[C:21]=3[NH:22][CH:23]=[N:24]4)[CH2:11][CH2:10]2)[C:30]2[CH:31]=[CH:32][C:33]([F:36])=[CH:34][CH:35]=2)=[CH:4][CH:3]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 7918Acetic AnhydrideHCID 8471TriethylamineHCID 19789541HCID 19789541, 화합물

생성물 1

HCID 88124317HCID 88124317, 화합물수율 204.2%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To 6-[1-[1-[bis(4-fluorophenyl)methyl]homopiperazin-4-yl]-2-hydroxy-3-propanylthio]purine (0.26 g, 0.51 mmol) (the filtrate from above) in methylene chloride (2 mL) was added acetic anhydride (0.05 mL, 0.51 mmol) in Et3N (0.07 mL, 0.51 mmol) at room temperature under a nitrogen atmosphere. After three days, the solution was filtered and the filtrate extracted with aqueous saturated sodium bicarbonate (2×50 mL), water (1×50 mL) and saturated brine (1×50 mL), and dried over Na2SO4. Evaporation of the solvent gave a white solid (390 mg). After several washings with pentane, the solid was dried in a vacuum oven for 4 days to give pure product (0.160 g, 56.8%) as a white solid, mp 88°-90° C. (dec). DCI/MS (M+1) 553; 300 MHZ1H NMR (CDCl3) δ: 8.7 (s, 1H), 8.1 (s, 1H), 7.3 (m, 4H), 6.95 (m, 4H), 5.3 (m, 1H), 4.1 and 3.45 (q of q, 2H), 2.6-2.8 (m, 10H), 2.0 (s, 3H), 1.75 (m, 2H).

후처리

  1. filtrationthe solution was filtered
  2. extractionthe filtrate extracted with aqueous saturated sodium bicarbonate (2×50 mL), water (1×50 mL) and saturated brine (1×50 mL)
  3. dry with materialdried over Na2SO4
  4. customEvaporation of the solvent

출처 및 근거

ORD 기록
ord-36c47351926848d089286294a8f2e085
출처 데이터셋
uspto-grants-1993_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05252569

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