Dichloromethane → HCID 60169549, 화합물

HRID 536597

반응식

HRID 536597 반응식
[C:1]([NH2:5])([CH3:4])(C)C.C(OC([N:13]1CC[C:16](=O)[CH2:15][C@H:14]1C(O)=O)=O)(C)(C)C.[CH3:23][C:24]1[CH:25]=[CH:26][C:27]([C:33]2[N:38]=[CH:37][CH:36]=[CH:35][N:34]=2)=[C:28]([CH:32]=1)[C:29]([OH:31])=O.CC[N:41]([CH:45]([CH3:47])C)[CH:42]([CH3:44])[CH3:43].C(P1(=O)OP(CCC)(=O)OP([CH2:62][CH2:63][CH3:64])(=O)O1)CC.C(Cl)[Cl:67]>>[Cl:67][C:15]1[CH:16]=[CH:4][C:1]([NH:5][CH2:44][C@H:42]2[N:41]([C:29]([C:28]3[CH:32]=[C:24]([CH3:23])[CH:25]=[CH:26][C:27]=3[C:33]3[N:38]=[CH:37][CH:36]=[CH:35][N:34]=3)=[O:31])[CH2:45][CH2:47][C:62]3([CH2:63][CH2:64]3)[CH2:43]2)=[N:13][CH:14]=1

참가 물질

6

반응물 5

HCID 6344DichloromethaneHCID 81531DiisopropylethylamineHCID 111923Propylphosphonic anhydrideHCID 445172645-Methyl-2-(pyrimidin-2-yl)benzoic acidHCID 66848353(S)-1-Boc-4-oxopiperidine-2-carboxylic acid tert-butylamine salt

생성물 1

HCID 60169549HCID 60169549, 화합물

실험 절차

Alternatively Compound 13 was obtained by the following procedure: 5-methyl-2-(pyrimidin-2-yl)benzoic acid (428 mg, 2 mmol; prepared according to WO 2008147518), intermediate 34 (500 mg, 2 mmol) and DIPEA (0.65 ml) were dissolved in DCM (5 ml) at 0° C., then T3P (50% in DCM, 1.5 g) was added. The mixture is stirred at reflux for 8 hours then at RT overnight. The reaction was washed with NaOH 1M and water, dried (Na2SO4) and evaporated. The crude was purified by silica gel column chromatography (DCM to DCM/MeOH=95/05). 180 mg of the desired compound were isolated.

후처리

  1. temperatureat reflux for 8 hours
  2. customat RT
  3. customovernight
  4. washThe reaction was washed with NaOH 1M and water
  5. dry with materialdried (Na2SO4)
  6. customevaporated
  7. customThe crude was purified by silica gel column chromatography (DCM to DCM/MeOH=95/05)

출처 및 근거

ORD 기록
ord-b24d643e62b54fb8942e4316b1d777d7
출처 데이터셋
uspto-grants-2014_10
특허 번호
US08859608B2

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