1,2-Dichloroethane → HCID 178451952、化合物

HRID 1401122

反応式

HRID 1401122 の反応式
[C:1]([N:8]1[CH2:15][CH2:14][CH2:13][C@H:9]1[C:10]([OH:12])=O)([O:3][C:4]([CH3:7])([CH3:6])[CH3:5])=[O:2].[S:16]1[C:20]([NH2:21])=[CH:19][N:18]=[N:17]1.C(Cl)CCl.[CH:26]1[CH:27]=[CH:28][C:29]2N(O)N=N[C:30]=2[CH:31]=1.CCN(C(C)C)C(C)C.C([O-])(O)=O.[Na+]>CN(C=O)C.C(OCC)(=O)C>[C:1]([N:8]1[CH2:15][CH2:14][CH2:13][C@H:9]1[C:10]([SH:16]1[C:20]([NH2:21])=[C:19]([C:26]2[CH:27]=[CH:28][CH:29]=[CH:30][CH:31]=2)[N:18]=[N:17]1)=[O:12])([O:3][C:4]([CH3:5])([CH3:6])[CH3:7])=[O:2]

参加物

9

反応物 6

HCID 111,2-DichloroethaneHCID 757711-HydroxybenzotriazoleHCID 777361,2,3-Thiadiazol-5-amineHCID 81531DiisopropylethylamineHCID 850831,2-Pyrrolidinedicarboxylic acid, 1-(1,1-dimethylethyl) ester, (2S)-HCID 516892Sodium Bicarbonate

生成物 1

HCID 178451952HCID 178451952、化合物

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒HCID 8857Ethyl Acetate溶媒

実験手順

Boc-L-Proline (9.7 g, 45.2 mmol), 4-phenyl-1,2,3,-thiadiazol-5-amine (4.0 g, 22.6 mmol), EDC (8.2 g, 42.9 mmol), HOBt (5.8 g, 42.9 mmol), DIPEA (19.7 ml, 113 mmol) were combined and stirred for 3 days in 40 ml DMF at 60 deg C. Ethyl acetate and saturated aqueous NaHCO3 were added. The aqueous layer was separated and extracted with ethyl acetate. Organic layers were combined and washed with aqueous NaHCO3 and brine. Organic layer was dried over MgSO4 and concentrated to a brown residue. Pure Boc-prolyl-4-phenyl-5-amino-1,2,3-thiadiazole c was obtained by crystallization from 100 ml hot acetonitrile to obtain 5.9 g. Calculated mass 374.5. found 375.3.

後処理

  1. customThe aqueous layer was separated
  2. extractionextracted with ethyl acetate
  3. washwashed with aqueous NaHCO3 and brine
  4. dry with materialOrganic layer was dried over MgSO4
  5. concentrationconcentrated to a brown residue

出典と根拠

ORDレコード
ord-92430ae85e3449c381d63675680a8fa8
出典データセット
uspto-grants-2014_12
特許番号
US08907092B2

関連ノート

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