2,4-Dichlorobenzylamine → cis-N-[(2,4-dichlorophenyl)methyl]-3-{[4-methyl-6-(methylamino)-1,3,5-triazin-2-yl]amino}cyclohexanecarboxamide

HRID 1510948노트

반응식

HRID 1510948 반응식
[CH3:1][C:2]1[N:7]=[C:6]([NH:8][CH3:9])[N:5]=[C:4]([NH:10][CH:11]2[CH2:16][CH2:15][CH2:14][CH:13]([C:17]([OH:19])=O)[CH2:12]2)[N:3]=1.[Cl:20][C:21]1[CH:26]=[C:25]([Cl:27])[CH:24]=[CH:23][C:22]=1[CH2:28][NH2:29].CCN=C=NCCCN(C)C>CN(C1C=CN=CC=1)C>[Cl:20][C:21]1[CH:26]=[C:25]([Cl:27])[CH:24]=[CH:23][C:22]=1[CH2:28][NH:29][C:17]([C@H:13]1[CH2:14][CH2:15][CH2:16][C@@H:11]([NH:10][C:4]2[N:3]=[C:2]([CH3:1])[N:7]=[C:6]([NH:8][CH3:9])[N:5]=2)[CH2:12]1)=[O:19]

참가 물질

5

반응물 3

HCID 14852,4-DichlorobenzylamineHCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 594482213-{[4-Methyl-6-(methylamino)-1,3,5-triazin-2-yl]amino}cyclohexanecarboxylic acid

생성물 1

HCID 25263004cis-N-[(2,4-dichlorophenyl)methyl]-3-{[4-methyl-6-(methylamino)-1,3,5-triazin-2-yl]amino}cyclohexanecarboxamide수율 35%

시약·촉매·용매 1

HCID 142844-(Dimethylamino)pyridine촉매

실험 절차

To a solution of 3-{[4-methyl-6-(methylamino)-1,3,5-triazin-2-yl]amino}cyclohexanecarboxylic acid (100 mg, 0.377 mmol) was added [(2,4-dichlorophenyl)methyl]amine (82 mg, 0.47 mmol), DMAP (10 mg, 0.08 mmol) and EDCI (108 mg, 0.56 mmol). The mixture was stirred at room temperature for 4 h. The mixture was filtered and the filtrate concentrated. The crude product was purified by HPLC to provide 55 mg (0.13 mmol, 35% yield) of the desired material as a single major racemic diastereomer. MS (ES+): m/e 423.0 [M+H]+.

후처리

  1. filtrationThe mixture was filtered
  2. concentrationthe filtrate concentrated
  3. customThe crude product was purified by HPLC

출처 및 근거

ORD 기록
ord-4583a89ed2d04826af06f9a7fbadf074
출처 데이터셋
uspto-grants-2012_07
특허 번호
US08212032B2

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