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Triethylamine → 3-(Formyl-methyl-amino)-1-{2-oxo-2-[4-(4-pyrimidin-2-yl-phenyl)-3,6-dihydro-2H-pyridin-1-yl]-ethyl}-pyrrolidine-3-carboxylic acid methyl ester

HRID 1038098
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인쇄 미리보기

반응식

HRID 1038098 반응식
C(N(CC)CC)C.Cl.[CH3:9][O:10][C:11]([C:13]1([N:18]([CH:20]=[O:21])[CH3:19])[CH2:17][CH2:16][NH:15][CH2:14]1)=[O:12].Cl[CH2:23][C:24]([N:26]1[CH2:31][CH:30]=[C:29]([C:32]2[CH:37]=[CH:36][C:35]([C:38]3[N:43]=[CH:42][CH:41]=[CH:40][N:39]=3)=[CH:34][CH:33]=2)[CH2:28][CH2:27]1)=[O:25]>O1CCOCC1>[CH3:9][O:10][C:11]([C:13]1([N:18]([CH:20]=[O:21])[CH3:19])[CH2:17][CH2:16][N:15]([CH2:23][C:24](=[O:25])[N:26]2[CH2:27][CH:28]=[C:29]([C:32]3[CH:33]=[CH:34][C:35]([C:38]4[N:39]=[CH:40][CH:41]=[CH:42][N:43]=4)=[CH:36][CH:37]=3)[CH2:30][CH2:31]2)[CH2:14]1)=[O:12]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 589464332-Chloro-1-[4-(4-pyrimidin-2-yl-phenyl)-3,6-dihydro-2H-pyridin-1-yl]-ethanoneHCID 1317308893-(Formyl-methyl-amino)-pyrrolidine-3-carboxylic acid methyl ester, Hydrochloride2회

생성물 1

HCID 589464693-(Formyl-methyl-amino)-1-{2-oxo-2-[4-(4-pyrimidin-2-yl-phenyl)-3,6-dihydro-2H-pyridin-1-yl]-ethyl}-pyrrolidine-3-carboxylic acid methyl ester

시약·촉매·용매 1

HCID 31275
1,4-Dioxane
용매

실험 절차

Added triethylamine (0.3 ml, 2.15 mmol) to a solution of (3-(Formyl-methyl-amino)-pyrrolidine-3-carboxylic acid methyl ester, Hydrochloride.(4T) (90 mg, 0.405 mmol) and 2-Chloro-1-[4-(4-pyrimidin-2-yl-phenyl)-3,6-dihydro-2H-pyridin-1-yl]-ethanone (140 mg, 0.447 mmol) in dioxane (5 ml) at room temperature, then stirred at 90° C. for 5 hours. The reaction was cooled and solvent evaporated yielding a residue which chromatographed on silica gel eluting with 7% MeOH/MeCl2 containing 2% NH4OH yielding 5T as a white solid (100 mg, 53%) ESMS (MH 464).

후처리

  1. temperatureThe reaction was cooled
  2. customsolvent evaporated
  3. customyielding a residue which
  4. customchromatographed on silica gel eluting with 7% MeOH/MeCl2 containing 2% NH4OH yielding 5T as a white solid (100 mg, 53%) ESMS (MH 464)

출처 및 근거

ORD 기록
ord-819ea873fe924700b653119f4724af4c
출처 데이터셋
uspto-grants-2013_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08546404B2

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