Ammonia → HCID 57186127、化合物

HRID 1738676ノート

反応式

HRID 1738676 の反応式
C(O[C:6]([N:8]1[CH2:12][CH2:11][C@H:10]([O:13][C:14]2[CH:19]=[CH:18][C:17]([CH:20]([CH2:26][C:27]3[O:28][C:29]4[CH:35]=[CH:34][C:33]([C:36]#[N:37])=[CH:32][C:30]=4[CH:31]=3)[C:21]([O:23][CH2:24][CH3:25])=[O:22])=[CH:16][CH:15]=2)[CH2:9]1)=O)(C)(C)C.C=O.C(Cl)(Cl)Cl.N>C(O)=O>[C:36]([C:33]1[CH:34]=[CH:35][C:29]2[O:28][C:27]([CH2:26][CH:20]([C:17]3[CH:18]=[CH:19][C:14]([O:13][C@H:10]4[CH2:11][CH2:12][N:8]([CH3:6])[CH2:9]4)=[CH:15][CH:16]=3)[C:21]([O:23][CH2:24][CH3:25])=[O:22])=[CH:31][C:30]=2[CH:32]=1)#[N:37]

参加物

6

反応物 4

HCID 222AmmoniaHCID 712FormaldehydeHCID 6212ChloroformHCID 10323852ethyl 2-[4-[((3S)-1-tert-butoxycarbonyl-3-pyrrolidinyl)oxy]phenyl]-3-(5-cyano-2-benzofuranyl)propionate

生成物 1

HCID 57186127HCID 57186127、化合物収率 71.7%

試薬・触媒・溶媒 1

HCID 284Formic Acid溶媒2 回

反応条件

温度
70 °C

実験手順

1.8 g of ethyl 2-[4-[((3S)-1-tert-butoxycarbonyl-3-pyrrolidinyl)oxy]phenyl]-3-(5-cyano-2-benzofuranyl)propionate was dissolved in 28 ml of formic acid, and the solution was stirred at 70° C. for 1 hour. The resulting reaction solution was concentrated to dryness, and the residue thus obtained was dissolved in 8 ml of formic acid. 0.29 ml of 37% formaldehyde was added thereto, and then refluxed under heating for 4 hours. After cooling, the reaction solution was mixed with chloroform, and then adjusted to pH 10-11 with aqueous ammonia, and the resulting organic layer was collected and dried. Thereafter, the solvent was distilled off, and the resulting residue was purified by silica gel column chromatography using a chloroform/methanol mixture as an eluant. In this way, 1.07 g of the title compound was obtained in an oily form.

後処理

  1. customThe resulting reaction solution
  2. concentrationwas concentrated to dryness
  3. customthe residue thus obtained
  4. temperaturerefluxed
  5. temperatureunder heating for 4 hours
  6. temperatureAfter cooling
  7. customthe resulting organic layer was collected
  8. customdried
  9. distillationThereafter, the solvent was distilled off
  10. customthe resulting residue was purified by silica gel column chromatography

出典と根拠

ORDレコード
ord-d950844109cf471e83f03ab354488acb
出典データセット
uspto-grants-1999_10
特許番号
US05962695

反応ノート

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