Ammonia → HCID 59312283, 화합물

HRID 2077054노트

반응식

HRID 2077054 반응식
[CH2:1]([N:8]1[CH2:14][CH2:13][C:12]2[C:15](Cl)=[N:16][C:17]([CH2:19][C:20]3[CH:25]=[CH:24][CH:23]=[C:22]([Cl:26])[CH:21]=3)=[N:18][C:11]=2[CH2:10][CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.N>O1CCCC1.[Zn]>[CH2:1]([N:8]1[CH2:14][CH2:13][C:12]2[CH:15]=[N:16][C:17]([CH2:19][C:20]3[CH:25]=[CH:24][CH:23]=[C:22]([Cl:26])[CH:21]=3)=[N:18][C:11]=2[CH2:10][CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

참가 물질

5

반응물 2

HCID 222AmmoniaHCID 59312360HCID 59312360, 화합물

생성물 1

HCID 59312283HCID 59312283, 화합물수율 66.9%

시약·촉매·용매 2

HCID 23994Zinc촉매HCID 8028Tetrahydrofuran용매

실험 절차

Zinc dust (943 mg, 14.4 mmol) was added to a mixture of the product from Step B (221 mg, 0.56 mmol) and 0.880 ammonia (20 ml) in tetrahydrofuran (5 ml). This was heated to reflux for 5 h. The reaction mixture was filtered then filtrate was extracted with ethyl acetate (15 ml). The organic phase was dried over magnesium sulphate and concentrated in vacuo. The residue was purified by column chromatography on a silica cartridge, eluting with DCM:MeOH (100:0 to 95:5), to afford the title compound as a pale orange oil in 66.9% yield, 135 mg.

후처리

  1. temperatureThis was heated
  2. temperatureto reflux for 5 h
  3. filtrationThe reaction mixture was filtered
  4. extractionfiltrate was extracted with ethyl acetate (15 ml)
  5. dry with materialThe organic phase was dried over magnesium sulphate
  6. concentrationconcentrated in vacuo
  7. customThe residue was purified by column chromatography on a silica cartridge
  8. washeluting with DCM:MeOH (100:0 to 95:5)

출처 및 근거

ORD 기록
ord-4b70d11b7c804cc581b39dfa2745ddef
출처 데이터셋
uspto-grants-2011_04
특허 번호
US07928099B2

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