4-Chloro-2-methylphenyl isocyanate → HCID 11648354, 화합물

HRID 736337

반응식

HRID 736337 반응식
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]=[C:9]=[O:10])=[C:4]([CH3:11])[CH:3]=1.[NH2:12][C:13]1[C:14]2[C:21]([C:22]([C:24]3[CH:25]=[N:26][CH:27]=[C:28]([NH2:30])[CH:29]=3)=[O:23])=[CH:20][N:19]([CH:31]([CH3:33])[CH3:32])[C:15]=2[N:16]=[CH:17][N:18]=1>N1C=CC=CC=1>[NH2:12][C:13]1[C:14]2[C:21]([C:22]([C:24]3[CH:29]=[C:28]([NH:30][C:9]([NH:8][C:5]4[CH:6]=[CH:7][C:2]([Cl:1])=[CH:3][C:4]=4[CH3:11])=[O:10])[CH:27]=[N:26][CH:25]=3)=[O:23])=[CH:20][N:19]([CH:31]([CH3:33])[CH3:32])[C:15]=2[N:16]=[CH:17][N:18]=1

참가 물질

4

반응물 2

HCID 1421574-Chloro-2-methylphenyl isocyanateHCID 68903795HCID 68903795, 화합물

생성물 1

HCID 11648354HCID 11648354, 화합물수율 83.3%

시약·촉매·용매 1

HCID 1049Pyridine용매

반응 조건

온도
45 °C

실험 절차

4-Chloro-1-isocyanato-2-methyl-benzene (93.3 mg, 0.56 mmol) was added to a solution of (4-Amino-7-isopropyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-(5-amino-pyridin-3-yl)-methanone (150 mg, 0.51 mmol) in pyridine (5 mL). The mixture was heated to 45° C. for 12 h. The reaction mixture was concentrated in vacuo and the resulting yellow solid was triturated with CH2Cl2, filtered, and washed with CH2Cl2. Purification by flash column chromatography [(10% NH4OH/MeOH)/ethyl acetate 2:98] afforded the title compound as a white solid (197 mg, 83%). MS: 464.1 (MH+); HPLC Rf: 5.55 min. (HPLC method 4).

후처리

  1. concentrationThe reaction mixture was concentrated in vacuo
  2. customthe resulting yellow solid was triturated with CH2Cl2
  3. filtrationfiltered
  4. washwashed with CH2Cl2
  5. customPurification by flash column chromatography [(10% NH4OH/MeOH)/ethyl acetate 2:98]

출처 및 근거

ORD 기록
ord-2005108721c4467896be0ffb4794ac91
출처 데이터셋
uspto-grants-2009_09
특허 번호
US07595325B2

연결된 노트

불러오는 중…