Ammonia → HCID 59312283、化合物

HRID 2077054ノート

反応式

HRID 2077054 の反応式
[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

参加物

5

反応物 2

HCID 222AmmoniaHCID 59312360HCID 59312360、化合物

生成物 1

HCID 59312283HCID 59312283、化合物収率 66.9%

試薬・触媒・溶媒 2

HCID 23994Zinc触媒HCID 8028Tetrahydrofuran溶媒

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-4b70d11b7c804cc581b39dfa2745ddef
出典データセット
uspto-grants-2011_04
特許番号
US07928099B2

反応ノート

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