Hydrochloric Acid → 2-[2-(4-Chloro-phenylamino)-acetylamino]-4-methyl-pentanoic acid cyanomethyl-amide

HRID 276715ノート

反応式

HRID 276715 の反応式
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][CH2:9][C:10]([OH:12])=O)=[CH:4][CH:3]=1.[NH2:13][C@H:14]([C:19]([NH:21][CH2:22][C:23](O)=O)=[O:20])[CH2:15][CH:16]([CH3:18])[CH3:17].Cl.C1C=CC2N(O)N=[N:33]C=2C=1>CN(C)C=O.C(N(CC)CC)C>[C:23]([CH2:22][NH:21][C:19](=[O:20])[CH:14]([NH:13][C:10](=[O:12])[CH2:9][NH:8][C:5]1[CH:4]=[CH:3][C:2]([Cl:1])=[CH:7][CH:6]=1)[CH2:15][CH:16]([CH3:18])[CH3:17])#[N:33]

参加物

7

反応物 4

HCID 313Hydrochloric AcidHCID 757711-HydroxybenzotriazoleHCID 97364Leu-GlyHCID 2307172-((4-Chlorophenyl)amino)acetic acid

生成物 1

HCID 874553532-[2-(4-Chloro-phenylamino)-acetylamino]-4-methyl-pentanoic acid cyanomethyl-amide

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒HCID 8471Triethylamine溶媒

実験手順

(4-Chloro-phenylamino)-acetic acid (0.5 g) and H-Leu-Gly((CN).HCl (0.55 g) are dissolved in dimethylformamide (4 ml). HOBt (0.44 g), WSCD.HCI (0.54 g), triethylamine (0.37 ml) is added and the reaction mixture is stirred for 18 hours. After evaporation of the solvent, the residue is extracted with ethyl acetate. The extract is washed with 10% citric acid, brine, sodium bicarbonate, brine and dried over magnesium sulfate and evaporated. The crude product is slurried in diethylether and the solid filtered of and dried (vacuum) yielding a white powder with mp. 131-134° C.

後処理

  1. customAfter evaporation of the solvent
  2. extractionthe residue is extracted with ethyl acetate
  3. washThe extract is washed with 10% citric acid, brine, sodium bicarbonate, brine
  4. dry with materialdried over magnesium sulfate
  5. customevaporated
  6. filtrationthe solid filtered of and
  7. customdried (vacuum)
  8. customyielding a white powder with mp. 131-134° C.

出典と根拠

ORDレコード
ord-2b7e6c65f7ab4df38e565224e16e81c4
出典データセット
uspto-grants-2002_03
特許番号
US06353017B1

反応ノート

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