Methane → HCID 67164517, 화합물

HRID 12205

반응식

HRID 12205 반응식
[Cl:1][C:2]1[CH:3]=[C:4]2[C:12](=[C:13]([N+:21]([O-])=O)[C:14]=1[S:15][CH2:16][CH2:17][N:18]([CH3:20])[CH3:19])[NH:11][C:10]1[CH:9]=[N:8][CH:7]=[CH:6][C:5]2=1.[Cl-].[NH4+].C>C(O)C.C(OCC)(=O)C.[Fe]>[Cl:1][C:2]1[CH:3]=[C:4]2[C:12](=[C:13]([NH2:21])[C:14]=1[S:15][CH2:16][CH2:17][N:18]([CH3:19])[CH3:20])[NH:11][C:10]1[CH:9]=[N:8][CH:7]=[CH:6][C:5]2=1

참가 물질

7

반응물 3

HCID 297MethaneHCID 25517Ammonium ChlorideHCID 67166181[2-(6-chloro-8-nitro-9H-beta-carbolin-7-ylsulfanyl)-ethyl]-dimethyl-amine

생성물 1

HCID 67164517HCID 67164517, 화합물수율 107%

시약·촉매·용매 3

HCID 23925Iron촉매HCID 702Ethanol용매HCID 8857Ethyl Acetate용매

반응 조건

온도
60 °C

실험 절차

A 50 ml round-bottom flask with a magnetic stirrer was charged with [2-(6-chloro-8-nitro-9H-β-carbolin-7-ylsulfanyl)-ethyl]-dimethyl-amine (106 mg, 0.30 mmol) in 8 ml of anhydrous ethanol. To the resulting orange mixture at RT was added 0.33 M aqueous ammonium chloride (1.95 ml, 0.64 mmol) and iron powder (540 mg, 9.67 mmol). The reaction mixture was heated to 60° C. and stirred vigorously for 20 hr. Next, the mixture was cooled to RT, diluted with ethyl acetate (20 ml) and activated charcoal (ca. 150 mg) was added. The resulting mixture was filtered through a pad of celite and the resulting filtrate concentrated to afford 103 mg of 6-chloro-7-(2-dimethylamino-ethylsulfanyl)-9H-β-carbolin-8-ylamine as a yellow solid. The crude product was used directly in the coupling step.

후처리

  1. temperatureNext, the mixture was cooled to RT
  2. additionwas added
  3. filtrationThe resulting mixture was filtered through a pad of celite
  4. concentrationthe resulting filtrate concentrated

출처 및 근거

ORD 기록
ord-6cee690533f34e0b838930aeaf183eee
출처 데이터셋
uspto-grants-2010_06
특허 번호
US07727985B2

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