1,2-Dichloroethane → HCID 10133751、化合物

HRID 352331ノート

反応式

HRID 352331 の反応式
C(N(CC)CC)C.Cl.[CH3:9][O:10][C:11](=[O:18])[C@H:12]([CH2:14][CH:15]([CH3:17])[CH3:16])[NH2:13].[CH:19]1[C:32]2[NH:31][C:30]3[C:25](=[CH:26][CH:27]=[CH:28][CH:29]=3)[S:24][C:23]=2[CH:22]=[CH:21][C:20]=1[C:33](O)=[O:34].C1C=CC2N(O)N=NC=2C=1.C(Cl)CCl>CN(C=O)C>[CH3:16][CH:15]([CH3:17])[CH2:14][C@H:12]([NH:13][C:33]([C:20]1[CH:21]=[CH:22][C:23]2[S:24][C:25]3[C:30](=[CH:29][CH:28]=[CH:27][CH:26]=3)[NH:31][C:32]=2[CH:19]=1)=[O:34])[C:11]([O:10][CH3:9])=[O:18]

参加物

7

反応物 5

HCID 111,2-DichloroethaneHCID 8471TriethylamineHCID 757711-HydroxybenzotriazoleHCID 2723695Leucine methyl ester hydrochlorideHCID 2271159310H-Phenothiazine-2-carboxylic acid

生成物 1

HCID 10133751HCID 10133751、化合物

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

4.6 ml (33 mmoles) of triethylamine is added to a solution of 1.82 g (10 mmoles) of L-Leucine methyl ester hydrochloride, 2.43 g (10 mmoles) of 10H-phenothiazine-2-carboxylic acid (J. Med. Chem.(1998) 41 (2), 148-156), 1.48 g (11 mmoles) of HOBT and 4.21 g (22 mmoles) of EDC in 30 ml of anhydrous DMF. The reaction mixture is stirred for 15 hours. After evaporation of the solvent under vacuum, the residue is divided between 100 ml of AcOEt and 50 ml of a 1M solution of HCl. The organic phase is decanted and washed successively with 50 ml of H2O, 50 ml of a saturated solution of NaHCO3 and 50 ml of salt water. The organic solution is dried over magnesium sulphate, filtered and concentrated to dryness under vacuum. The evaporation residue is taken up in Et2O and filtered. Yellow powder (71%). Melting point: 160.5-161° C.

後処理

  1. customAfter evaporation of the solvent under vacuum
  2. customThe organic phase is decanted
  3. washwashed successively with 50 ml of H2O, 50 ml of a saturated solution of NaHCO3 and 50 ml of salt water
  4. dry with materialThe organic solution is dried over magnesium sulphate
  5. filtrationfiltered
  6. concentrationconcentrated to dryness under vacuum
  7. filtrationfiltered

出典と根拠

ORDレコード
ord-f86127e176fd40988b0116cb87a53115
出典データセット
uspto-grants-2004_06
特許番号
US06747024B1

反応ノート

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