Triethylamine → N-[1-(Cyanomethyl-carbamoyl)-cyclohexyl]-4-(4-benzyl-piperazin-1-yl)-benzamide

HRID 478633노트

반응식

HRID 478633 반응식
[C:1]([CH2:3][NH:4][C:5]([C:7]1([NH2:13])[CH2:12][CH2:11][CH2:10][CH2:9][CH2:8]1)=[O:6])#[N:2].Cl.C[CH:16]([N:18]1[CH2:23][CH2:22][N:21]([C:24]2[CH:32]=[CH:31][C:27]([C:28]([OH:30])=O)=[CH:26][CH:25]=2)[CH2:20][CH2:19]1)[CH3:17].[CH:33]1[CH:34]=[CH:35]C2N(O)N=N[C:37]=2[CH:38]=1.C(N(CC)CC)C>CN(C=O)C>[C:1]([CH2:3][NH:4][C:5]([C:7]1([NH:13][C:28](=[O:30])[C:27]2[CH:26]=[CH:25][C:24]([N:21]3[CH2:20][CH2:19][N:18]([CH2:16][C:17]4[CH:35]=[CH:34][CH:33]=[CH:38][CH:37]=4)[CH2:23][CH2:22]3)=[CH:32][CH:31]=2)[CH2:12][CH2:11][CH2:10][CH2:9][CH2:8]1)=[O:6])#[N:2]

참가 물질

6

반응물 4

HCID 8471TriethylamineHCID 757711-HydroxybenzotriazoleHCID 111946841-Amino-cyclohexanecarboxylic acid cyanomethyl amideHCID 470022034-(4-(Propan-2-yl)piperazin-1-yl)benzoic acid hydrochloride

생성물 1

HCID 10276295N-[1-(Cyanomethyl-carbamoyl)-cyclohexyl]-4-(4-benzyl-piperazin-1-yl)-benzamide

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

1-Amino-cyclohexanecarboxylic acid cyanomethyl-amide (0.84 mmol), 4-[4-(2-propyl)-piperazin-1-yl]-benzoic acid hydrochloride (0.84 mmol), HOBT (0.84 mmol), WSCD (0.84 mmol) and triethylamine (0.84 mmol) are dissolved in DMF (2 ml) and stirred overnight at rt. After evaporation of the solvent, the residue is dissolved in a mixture of water and sodium carbonate (to ensure slightly basic conditions) and extracted three times with ethyl acetate. The combined extract is dried over sodium sulfate and evaporated. The residue is suspended in methanol and the solid filtered of and dried (vacuum). A pale powder with mp. 210-212° C., Rf=0.20 (CH2Cl2/MeOH=95:5) is obtained.

후처리

  1. customAfter evaporation of the solvent
  2. dissolutionthe residue is dissolved in a mixture of water and sodium carbonate (
  3. extractionextracted three times with ethyl acetate
  4. extractionThe combined extract
  5. dry with materialis dried over sodium sulfate
  6. customevaporated
  7. filtrationthe solid filtered of and
  8. customdried (vacuum)
  9. customA pale powder with mp. 210-212° C., Rf=0.20 (CH2Cl2/MeOH=95:5) is obtained

출처 및 근거

ORD 기록
ord-50853463da694ce2b86802ac58ded36b
출처 데이터셋
uspto-grants-2003_11
특허 번호
US06642239B2

반응 노트

불러오는 중…