Triethylamine → HCID 54137663、化合物

HRID 1740809

反応式

HRID 1740809 の反応式
[CH3:1][S:2][C:3]1[CH:4]=[C:5]2[C:9](=[CH:10][C:11]=1[C:12]([F:15])([F:14])[F:13])[N:8]([C:16](=[O:27])[NH:17][C:18]1[CH:23]=[CH:22][CH:21]=[C:20]([C:24](O)=[O:25])[CH:19]=1)[CH2:7][CH2:6]2.C(Cl)(=O)C(Cl)=O.C(N(CC)CC)C.[CH3:41][N:42]([CH3:47])[CH2:43][CH2:44][NH:45][CH3:46]>ClCCl.C1COCC1.CN(C=O)C>[CH3:41][N:42]([CH3:47])[CH2:43][CH2:44][N:45]([CH3:46])[C:24]([C:20]1[CH:19]=[C:18]([NH:17][C:16]([N:8]2[C:9]3[C:5](=[CH:4][C:3]([S:2][CH3:1])=[C:11]([C:12]([F:13])([F:15])[F:14])[CH:10]=3)[CH2:6][CH2:7]2)=[O:27])[CH:23]=[CH:22][CH:21]=1)=[O:25]

参加物

8

反応物 4

HCID 8471TriethylamineHCID 65578Oxalyl chlorideHCID 673381,2-Ethanediamine, N1,N1,N2-trimethyl-HCID 180051075-Methylthio-6-trifluoromethyl-1-(3-carboxy Phenyl Carbamoyl)indoline

生成物 1

HCID 54137663HCID 54137663、化合物収率 83.2%

試薬・触媒・溶媒 3

HCID 6228Dimethylformamide溶媒HCID 6344Dichloromethane溶媒HCID 8028Tetrahydrofuran溶媒2 回

実験手順

The carboxylic acid from Example 12 (0.5 g, 1.25 mmol) in dichloromethane (10 ml) was treated with oxalyl chloride (0.3 ml, 3.4 mol) and DMF (catalytic). Solution was stirred for 1 h and evaporated to dryness. The residue in dry THF (5 ml) was added to a stirred solution of triethylamine (0.3 ml, 4 mmol) and N,N,N'-trimethylethylenediamine (0.5 ml, 4.5 mmol) in dry THF (10 ml). Following 3 hours at room temperature, the solution was partitioned (H2O/EtOAc). Drying and removal of the organic layers followed by recrystallisation (EtOAc/60°-80° petrol) afforded the title compound (0.5 g, 83%) as a white solid. M.pt. 140°-141° C.

後処理

  1. customevaporated to dryness
  2. waitFollowing 3 hours at room temperature
  3. customthe solution was partitioned (H2O/EtOAc)
  4. customDrying
  5. customremoval of the organic layers
  6. customfollowed by recrystallisation (EtOAc/60°-80° petrol)

出典と根拠

ORDレコード
ord-358a48d0a59041da99095b831ed2776a
出典データセット
uspto-grants-1999_10
特許番号
US05972937

関連ノート

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