Diisopropylcarbodiimide → N-{4-Chloro-3-[3-methyl-6-(4-trifluoromethyl-piperidin-1-yl)-1H-benzimidazol-2-ylamino]-benzyl}-2,2-dimethyl-propionamide

HRID 1258677노트

반응식

HRID 1258677 반응식
CC(C)N=C=NC(C)C.[Cl:10][C:11]1[CH:24]=[CH:23][C:14]([CH2:15][NH:16][C:17](=[O:22])[C:18]([CH3:21])([CH3:20])[CH3:19])=[CH:13][C:12]=1[NH:25][C:26]([NH:28][C:29]1[CH:34]=[C:33]([N:35]2[CH2:40][CH2:39][CH:38]([C:41]([F:44])([F:43])[F:42])[CH2:37][CH2:36]2)[CH:32]=[CH:31][C:30]=1[NH:45][CH3:46])=S>CC#N>[Cl:10][C:11]1[CH:24]=[CH:23][C:14]([CH2:15][NH:16][C:17](=[O:22])[C:18]([CH3:21])([CH3:20])[CH3:19])=[CH:13][C:12]=1[NH:25][CH:26]1[NH:28][C:29]2[CH:34]=[C:33]([N:35]3[CH2:40][CH2:39][CH:38]([C:41]([F:44])([F:43])[F:42])[CH2:37][CH2:36]3)[CH:32]=[CH:31][C:30]=2[N:45]1[CH3:46]

참가 물질

4

반응물 2

HCID 12734Diisopropylcarbodiimide2회HCID 86674333HCID 86674333, 화합물

생성물 1

HCID 71074099N-{4-Chloro-3-[3-methyl-6-(4-trifluoromethyl-piperidin-1-yl)-1H-benzimidazol-2-ylamino]-benzyl}-2,2-dimethyl-propionamide

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

DIC (130 μL, 0.8 mmol) was added to N-(4-chloro-3-{3-[2-methylamino-5-(4-trifluoromethyl-piperidin-1-yl)-phenyl]-thioureido}-benzyl)-2,2-dimethyl-propionamide (180 mg, 0.3 mmol) in MeCN. The reaction mixture was heated at 60° C.-80° C. for one week (additional DIC (2.5 ml) was added). The mixture was cooled to rt and concentrated. The residue was treated with MeCN, filtered and washed. The filtercake was diluted with dioxane and HCOOH and lyophilized to give the title compound.

후처리

  1. temperatureThe reaction mixture was heated at 60° C.-80° C. for one week
  2. concentrationconcentrated
  3. additionThe residue was treated with MeCN
  4. filtrationfiltered
  5. washwashed
  6. additionThe filtercake was diluted with dioxane and HCOOH

출처 및 근거

ORD 기록
ord-b636b1e90650475a9ea9a44ac5840d7b
출처 데이터셋
uspto-grants-2013_06
특허 번호
US08466186B2

반응 노트

불러오는 중…