Hydrochloric Acid → HCID 21980629, 화합물

HRID 11038노트

반응식

HRID 11038 반응식
Cl.[Si]([O:9][CH2:10][CH2:11][CH2:12][N:13]1[C:25]2[CH:24]=[C:23]([C:26]3[CH:31]=[CH:30][CH:29]=[CH:28][C:27]=3[Cl:32])[C:22]3[C:33](=[O:37])[NH:34][C:35](=[O:36])[C:21]=3[C:20]=2[C:19]2[CH:18]=[C:17]([O:38][CH3:39])[CH:16]=[CH:15][C:14]1=2)(C(C)(C)C)(C)C>C1COCC1.CO>[Cl:32][C:27]1[CH:28]=[CH:29][CH:30]=[CH:31][C:26]=1[C:23]1[C:22]2[C:33](=[O:37])[NH:34][C:35](=[O:36])[C:21]=2[C:20]2[C:19]3[CH:18]=[C:17]([O:38][CH3:39])[CH:16]=[CH:15][C:14]=3[N:13]([CH2:12][CH2:11][CH2:10][OH:9])[C:25]=2[CH:24]=1

참가 물질

4

반응물 2

HCID 313Hydrochloric AcidHCID 695840016-(3-{[tert-Butyl(dimethyl) silyl]oxy}propyl)-4-(2-chlorophenyl)-9-methoxypyrrolo[3,4-c]carbazole-1,3(2H,6H)-dione

생성물 1

HCID 21980629HCID 21980629, 화합물수율 88%

시약·촉매·용매 1

HCID 21899815MeOH tetrahydrofuran용매

실험 절차

3N HCl (50 mL) was added to a solution of 6-(3-{[tert-Butyl(dimethyl) silyl]oxy}propyl)-4-(2-chlorophenyl)-9-methoxypyrrolo[3,4-c]carbazole-1,3(2H,6H)-dione (4.87 g, 8.85 mmol) prepared according to example 39 in 1:1 THF/methanol (200 mL). After stirring at room temperature for 2 h most of the solvents were removed in vacuo, the residue was extracted with ethyl acetate, washed well with water and the organic portion was concentrated to a volume of 60 mL. Petroleum ether was added to precipitate the product, which was filtered off and triturated several times with diethyl ether. The solid was crystallised from THF/petroleum ether and gave 4-(2-Chlorophenyl)-6-(3-hydroxypropyl)-9-methoxypyrrolo[3,4-c]carbazole-1,3(2H,6H)-dione (V; Ar=2-chlorophenyl, R10═CH2CH2CH2OH) (31)in a 3.77 g, 88% yield as a yellow powder; mp 228–230° C. 1H NMR δ [(CD3)2SO] 11.12 (br s, 1H), 8.52 (d, J=2.5 Hz, 1H), 7.80 (s, 1H), 7.70 (d, J=8.9 Hz, 1H), 7.58 (dd, J=8.1, 22 Hz, 1H), 7.53–7.42 (m, 3H), 7.31 (dd, J=8.9, 2.5 Hz, 1H), 4.63 (br, 1H), 4.53 (t, J=6.9 Hz, 2H), 3.91 (s, 3H), 3.40 (m, 2H), 1.91 (m, 2H). Found: C, 66.00; H, 4.23; N, 6.55. C24H19ClN2O4 requires C, 66.29; H, 4.40; N, 6.44.

후처리

  1. customprepared
  2. customwere removed in vacuo
  3. extractionthe residue was extracted with ethyl acetate
  4. washwashed well with water
  5. concentrationthe organic portion was concentrated to a volume of 60 mL
  6. additionPetroleum ether was added
  7. customto precipitate the product, which
  8. filtrationwas filtered off
  9. customtriturated several times with diethyl ether
  10. customThe solid was crystallised from THF/petroleum ether

출처 및 근거

ORD 기록
ord-a94facf86c9243e5a21ad99eb2b723d6
출처 데이터셋
uspto-grants-2006_08
특허 번호
US07094798B1

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