Hydrochloric Acid → Ethyl cyano-[[[2'-[[[(propylamino)-carbonyl]-amino]-sulfonyl]-(1,1'-biphenyl)-4-yl]-methyl]-(1-oxopentyl)-amino]-acetate

HRID 260547ノート

反応式

HRID 260547 の反応式
[CH2:1]([O:3][C:4](=[O:32])[CH:5]([N:8]([CH2:15][C:16]1[CH:21]=[CH:20][C:19]([C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][C:23]=2[S:28]([NH2:31])(=[O:30])=[O:29])=[CH:18][CH:17]=1)[C:9](=[O:14])[CH2:10][CH2:11][CH2:12][CH3:13])[C:6]#[N:7])[CH3:2].C(=O)([O-])[O-].[K+].[K+].[CH2:39]([N:42]=[C:43]=[O:44])[CH2:40][CH3:41].Cl>CC(C)=O.ClCCl>[CH2:1]([O:3][C:4](=[O:32])[CH:5]([C:6]#[N:7])[N:8]([CH2:15][C:16]1[CH:17]=[CH:18][C:19]([C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][C:23]=2[S:28]([NH:31][C:43]([NH:42][CH2:39][CH2:40][CH3:41])=[O:44])(=[O:29])=[O:30])=[CH:20][CH:21]=1)[C:9](=[O:14])[CH2:10][CH2:11][CH2:12][CH3:13])[CH3:2]

参加物

7

反応物 4

HCID 313Hydrochloric AcidHCID 11430Potassium CarbonateHCID 61033Propyl isocyanateHCID 131719438Ethyl[[[2'-(aminosulfonyl)-(1,1'-biphenyl)-4-yl]-methyl]-(1-oxopentyl)-amino]-cyanoacetate

生成物 1

HCID 54501917Ethyl cyano-[[[2'-[[[(propylamino)-carbonyl]-amino]-sulfonyl]-(1,1'-biphenyl)-4-yl]-methyl]-(1-oxopentyl)-amino]-acetate

試薬・触媒・溶媒 2

HCID 180Acetone溶媒HCID 6344Dichloromethane溶媒

実験手順

7.2 g of the product of Stage A, 6.5 g of anhydrous potassium carbonate and 1.48 ml of n-propyl isocyanate were stirred in 180 ml of acetone at reflux for 2 hours 30 minutes. After cooling, the solution was treated with 2N hydrochloric acid and the residue obtained was dissolved in an aqueous mixture of dichloromethane. After extraction with methylene chloride, the extracts were dried and the solvents were eliminated under reduced pressure and the product was crystallized from ethyl acetate to obtain 6.5 g of the expected product as a white solid with a Rf (SiO2, ethyl acetate)=0.48 and melting at 131°-133° C.

後処理

  1. temperatureat reflux for 2 hours 30 minutes
  2. temperatureAfter cooling
  3. customthe residue obtained
  4. extractionAfter extraction with methylene chloride
  5. customthe extracts were dried
  6. customthe product was crystallized from ethyl acetate

出典と根拠

ORDレコード
ord-3083ec4d502b4298bcb64328b4705a2a
出典データセット
uspto-grants-1996_06
特許番号
US05527919

反応ノート

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