1-Hydroxybenzotriazole → 2-[3-(4-chlorophenyl)-4-cyclopropyl-5-oxo-4,5-dihydro-1H-1,2,4-triazol-1-yl]-N-[1-(3,5-dichlorophenyl)-1-methylethyl]acetamide

HRID 660919노트

반응식

HRID 660919 반응식
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:12]([CH:13]3[CH2:15][CH2:14]3)[C:11](=[O:16])[N:10]([CH2:17][C:18](O)=[O:19])[N:9]=2)=[CH:4][CH:3]=1.[Cl:21][C:22]1[CH:23]=[C:24]([C:29]([NH2:32])([CH3:31])[CH3:30])[CH:25]=[C:26]([Cl:28])[CH:27]=1.C1C=CC2N(O)N=NC=2C=1.CCN=C=NCCCN(C)C.Cl>CN(C)C=O>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:12]([CH:13]3[CH2:14][CH2:15]3)[C:11](=[O:16])[N:10]([CH2:17][C:18]([NH:32][C:29]([C:24]3[CH:25]=[C:26]([Cl:28])[CH:27]=[C:22]([Cl:21])[CH:23]=3)([CH3:30])[CH3:31])=[O:19])[N:9]=2)=[CH:4][CH:3]=1

참가 물질

6

반응물 4

HCID 757711-HydroxybenzotriazoleHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 111950522-(3,5-Dichlorophenyl)propan-2-amineHCID 42632357[3-(4-chlorophenyl)-4-cyclopropyl-5-oxo-4,5-dihydro-1H-1,2,4-triazol-1-yl]acetic acid

생성물 1

HCID 580119402-[3-(4-chlorophenyl)-4-cyclopropyl-5-oxo-4,5-dihydro-1H-1,2,4-triazol-1-yl]-N-[1-(3,5-dichlorophenyl)-1-methylethyl]acetamide

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

70.0 mg (0.238 mmol) of [3-(4-chlorophenyl)-4-cyclopropyl-5-oxo-4,5-dihydro-1H-1,2,4-triazol-1-yl]-acetic acid from Example 88A and 48.6 mg (0.238 mmol) of 2-(3,5-dichlorophenyl)propan-2-amine are placed in 2 ml of dimethylformamide and treated with 38.6 mg (0.286 mmol) of HOBt. After 10 mins' stirring, 59.4 mg (0.310 mmol) of EDC hydrochloride are added and the mixture is stirred overnight at room temperature. Without further workup, the mixture is purified directly by preparative HPLC [Method 10]. 70 mg (61% of theory) of the target compound are thus obtained.

후처리

  1. stirringthe mixture is stirred overnight at room temperature
  2. customWithout further workup, the mixture is purified directly by preparative HPLC [Method 10]
  3. custom70 mg (61% of theory) of the target compound are thus obtained

출처 및 근거

ORD 기록
ord-fc2efef9852b4f58bc0fe7bee09727bf
출처 데이터셋
uspto-grants-2011_12
특허 번호
US08084481B2

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