Trifluoroacetic acid → HCID 59594561, 화합물

HRID 2262674노트

반응식

HRID 2262674 반응식
[NH2:1][C:2]1[C:7]([NH2:8])=[CH:6][C:5]([Cl:9])=[CH:4][N:3]=1.[CH3:10][CH2:11][C:12](=O)[CH2:13][CH3:14].C(O)(C(F)(F)F)=O>C(OC(C)=O)(C)C>[Cl:9][C:5]1[CH:6]=[C:7]([NH:8][CH:12]([CH2:13][CH3:14])[CH2:11][CH3:10])[C:2]([NH2:1])=[N:3][CH:4]=1

참가 물질

5

반응물 3

HCID 6422Trifluoroacetic acidHCID 7288Ethyl ketoneHCID 12682545-Chloropyridine-2,3-diamine

생성물 1

HCID 59594561HCID 59594561, 화합물수율 25%

시약·촉매·용매 1

HCID 7915Isopropyl Acetate용매

실험 절차

To a solution of 2,3-diamino-5-chloropyridine (7.0 g, 48.6 mmol, 1.0 equiv) and 3-pentanone (6.16 mL, 58.3 mmol, 1.2 equiv) in iPrOAc (100 mL) was added TFA (7.2 mL, 97.2 mmol, 2.0 equiv) by syringe. After stirring for 10 min, NaHB(OAc)3 (20 g, 97.2 mmol, 2.0 equiv) was added as a solid in several portions over ˜5 min. The reaction was allowed to stir overnight. The reaction mixture was then washed with satd. aq. NaHCO3 and brine, and the resulting organic layer was dried over anhydrous sodium sulfate, filtered and concentrated in vacuo. Purification by silica gel MPLC (10%-40% EtOAc/Hexanes) provided 5-chloro-N3-(pentan-3-yl)pyridine-2,3-diamine as a beige solid (2.6 g, 25%). m/z=214.1 [M+H]+

후처리

  1. stirringto stir overnight
  2. washThe reaction mixture was then washed with satd
  3. dry with materialaq. NaHCO3 and brine, and the resulting organic layer was dried over anhydrous sodium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated in vacuo
  6. customPurification by silica gel MPLC (10%-40% EtOAc/Hexanes)

출처 및 근거

ORD 기록
ord-4ce7b64c968c45f990c1644bce7b8dc7
출처 데이터셋
uspto-grants-2010_12
특허 번호
US07851484B2

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