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Hydrochloric Acid → HCID 9948781, 화합물

HRID 1245644
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HRID 1245644 반응식
[H-].[Na+].Br[CH2:4][CH2:5][C:6]1[N:7]=[C:8]([NH:11][S:12]([C:15]2[CH:20]=[CH:19][CH:18]=[C:17]([Cl:21])[C:16]=2[CH3:22])(=[O:14])=[O:13])[S:9][CH:10]=1.OC1C=NC=CC=1.Cl>O1CCCC1>[Cl:21][C:17]1[C:16]([CH3:22])=[C:15]([S:12]([NH:11][C:8]2[S:9][CH:10]=[C:6]([CH:5]=[CH2:4])[N:7]=2)(=[O:14])=[O:13])[CH:20]=[CH:19][CH:18]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 313Hydrochloric AcidHCID 79713-HydroxypyridineHCID 24758Sodium hydrideHCID 11292384HCID 11292384, 화합물

생성물 1

HCID 9948781HCID 9948781, 화합물

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

Sodium hydride (95% dry, 32 mg, 1.27 mmol) was added to a stirred solution of the product from Step 3 (240 mg, 0.61 mmol) and 3-hydroxypyridine (63 mg, 0.67 mmol) in tetrahydrofuran (10 mL) at 0° C. After 2 h at reflux temperature the reaction was neutralized by adding 2 M HCl and the product mixture was extracted with dichloromethane. The organic phase was dried (Na2SO4) and the solvent was evaporated. The crude material was purified by flash chromatography on silica gel gradient eluting with 2-5% acetone in dichloromethane giving the title compound as a solid (33 mg, 17%). MS (Ionspray, [M+H]+) m/z 314; Anal. Calcd. (found) for C12H11ClN2O2S2: C 45.8 (45.0) % H 3.5 (3.9) %N 8.9(9.1) %.

후처리

  1. temperatureAfter 2 h at reflux temperature the reaction
  2. extractionthe product mixture was extracted with dichloromethane
  3. dry with materialThe organic phase was dried (Na2SO4)
  4. customthe solvent was evaporated
  5. customThe crude material was purified by flash chromatography on silica gel gradient
  6. washeluting with 2-5% acetone in dichloromethane giving the title compound as a solid (33 mg, 17%)

출처 및 근거

ORD 기록
ord-2fb957e7f69847468ab7c81ad73de12a
출처 데이터셋
uspto-grants-2006_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07125900B2

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