Dichloromethane → HCID 178512563、化合物

HRID 1441381ノート

反応式

HRID 1441381 の反応式
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

参加物

5

反応物 3

HCID 6344Dichloromethane2 回HCID 6422Trifluoroacetic acidHCID 178454299HCID 178454299、化合物

生成物 1

HCID 178512563HCID 178512563、化合物収率 76.4%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒2 回

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-d7dd1b212fc34a40963091af7b8b7128
出典データセット
uspto-grants-2010_02
特許番号
US07655652B2

反応ノート

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