O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate → 2-Amino-N-{4-chloro-3-[5-chloro-1-methyl-6-(3-(trifluoromethyl)piperidin-1-yl)-1H-benzo[d]imidazol-2-ylamino]benzyl}-3,3,3-trifluoro-2-methylpropanamide

HRID 1258631노트

반응식

HRID 1258631 반응식
CN(C(ON1N=NC2C=CC=CC1=2)=[N+](C)C)C.[B-](F)(F)(F)F.[NH2:23][C:24]([CH3:32])([C:28]([F:31])([F:30])[F:29])[C:25](O)=[O:26].[Cl:33][C:34]1[CH:41]=[CH:40][C:37]([CH2:38][NH2:39])=[CH:36][C:35]=1[NH:42][C:43]1[N:47]([CH3:48])[C:46]2[CH:49]=[C:50]([N:54]3[CH2:59][CH2:58][CH2:57][CH:56]([C:60]([F:63])([F:62])[F:61])[CH2:55]3)[C:51]([Cl:53])=[CH:52][C:45]=2[N:44]=1>CN(C=O)C>[NH2:23][C:24]([CH3:32])([C:28]([F:31])([F:30])[F:29])[C:25]([NH:39][CH2:38][C:37]1[CH:40]=[CH:41][C:34]([Cl:33])=[C:35]([NH:42][C:43]2[N:47]([CH3:48])[C:46]3[CH:49]=[C:50]([N:54]4[CH2:59][CH2:58][CH2:57][CH:56]([C:60]([F:63])([F:62])[F:61])[CH2:55]4)[C:51]([Cl:53])=[CH:52][C:45]=3[N:44]=2)[CH:36]=1)=[O:26]

참가 물질

5

반응물 3

HCID 2733207O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 53117993,3,3-Trifluoro-2-aminoisobutyrateHCID 679582014-Chloro-3-[5-chloro-1-methyl-6-(3-(trifluoromethyl)piperidin-1-yl)-1H-benzo[d]imidazol-2-ylamino]benzylamine

생성물 1

HCID 866743312-Amino-N-{4-chloro-3-[5-chloro-1-methyl-6-(3-(trifluoromethyl)piperidin-1-yl)-1H-benzo[d]imidazol-2-ylamino]benzyl}-3,3,3-trifluoro-2-methylpropanamide

시약·촉매·용매 1

HCID 6228Dimethylformamide용매2회

실험 절차

TBTU (106 mg, 0.3 mmol) followed by TEA (126 μL, 0.9 mmol) were added to 2-amino-3,3,3-trifluoro-2-methylpropanoic acid (57 mg, 0.4 mmol) in DMF (2 mL). After 5 min at rt a mixture of 4-chloro-3-[5-chloro-1-methyl-6-(3-(trifluoromethyl)piperidin-1-yl)-1H-benzo[d]imidazol-2-ylamino]benzylamine (142 mg, 0.3 mmol) and DMF (2 mL) was added to the reaction mixture and stirred at rt overnight. The reaction mixture was purified by chromatography to give the title compound.

후처리

  1. additionwas added to the reaction mixture
  2. customThe reaction mixture was purified by chromatography

출처 및 근거

ORD 기록
ord-2a80c969827341c58785b4583513558d
출처 데이터셋
uspto-grants-2013_06
특허 번호
US08466186B2

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