Dichloromethane → HCID 178512563, 화합물

HRID 1441381노트

반응식

HRID 1441381 반응식
C(OC([NH:8]/[C:9](/[NH:18][C:19]1[CH:24]=[CH:23][C:22]([N:25]2[CH2:35][CH2:34][CH2:33][C@@H:26]2[C:27]([NH:29][CH:30]2[CH2:32][CH2:31]2)=[O:28])=[CH:21][CH:20]=1)=[N:10]/C(OC(C)(C)C)=O)=O)(C)(C)C.C(Cl)Cl.C(O)(C(F)(F)F)=O>CO>[CH:30]1([NH:29][C:27]([C@H:26]2[CH2:33][CH2:34][CH2:35][N:25]2[C:22]2[CH:21]=[CH:20][C:19]([NH:18][C:9]([NH2:10])=[NH:8])=[CH:24][CH:23]=2)=[O:28])[CH2:32][CH2:31]1

참가 물질

5

반응물 3

HCID 6344Dichloromethane2회HCID 6422Trifluoroacetic acidHCID 178454299HCID 178454299, 화합물

생성물 1

HCID 178512563HCID 178512563, 화합물수율 76.4%

시약·촉매·용매 1

HCID 887Methanol용매2회

실험 절차

To 1-[4-({(E)-[(tert-butoxycarbonyl)amino][(tert-butoxycarbonyl)imino]methyl}amino)phenyl]-N-cyclopropyl-D-prolinamide (Method 62; 2.0 g) was added DCM (60 ml) and TFA (20 ml). The reaction stirred for 4 hours before removal of the solvent in vacuo. To the gum was added DCM (75 ml) and macroporous polystyrene carbonate resin (0.49 g of capacity 3.0 m.equ per g) solid supported reagent (20 g), the reaction was slowly stirred overnight. The reaction was filtered and the solvent removed in vacuo to yield very little product. A white solid was present in the filter cup, this was dissolved in MeOH, the resin was also added to the MeOH, the system was stirred for 10 minutes before being filtered, the solvent was removed in vacuo to yield the title compound as a white solid (0.90 g, 75%). NMR (299.954 MHz, CDCl3) δ 7.26 (s, 3H), 6.85 (d, 2H), 6.49 (d, 2H), 3.93 (d, 1H), 3.62-3.60 (m, 1H), 3.17 (q, 1H), 2.70-2.62 (m, 1H), 2.32-2.14 (m, 2H), 2.00-1.92 (m, 2H), 0.76-0.63 (m, 2H), 0.42 (q, 2H); m/z 287.

후처리

  1. waitthe reaction was slowly stirred overnight
  2. filtrationThe reaction was filtered
  3. customthe solvent removed in vacuo
  4. customto yield very little product
  5. stirringthe system was stirred for 10 minutes
  6. filtrationbefore being filtered
  7. customthe solvent was removed in vacuo

출처 및 근거

ORD 기록
ord-d7dd1b212fc34a40963091af7b8b7128
출처 데이터셋
uspto-grants-2010_02
특허 번호
US07655652B2

반응 노트

불러오는 중…