Triethylamine → N-(1,1-dimethyl-2-morpholin-4-ylethyl)-2-{5-(4-fluorobenzyl)-3-[1-(4-methoxybenzyl)-1H-1,2,3-triazol-4-yl]-1H-pyrazol-1-yl}acetamide

HRID 2074121

반응식

HRID 2074121 반응식
[F:1][C:2]1[CH:31]=[CH:30][C:5]([CH2:6][C:7]2[N:11]([CH2:12][C:13]([OH:15])=O)[N:10]=[C:9]([C:16]3[N:17]=[N:18][N:19]([CH2:21][C:22]4[CH:27]=[CH:26][C:25]([O:28][CH3:29])=[CH:24][CH:23]=4)[CH:20]=3)[CH:8]=2)=[CH:4][CH:3]=1.[CH3:32][C:33]([NH2:42])([CH3:41])[CH2:34][N:35]1[CH2:40][CH2:39][O:38][CH2:37][CH2:36]1.CN(C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.CCN(CC)CC>CN(C=O)C>[CH3:41][C:33]([NH:42][C:13](=[O:15])[CH2:12][N:11]1[C:7]([CH2:6][C:5]2[CH:4]=[CH:3][C:2]([F:1])=[CH:31][CH:30]=2)=[CH:8][C:9]([C:16]2[N:17]=[N:18][N:19]([CH2:21][C:22]3[CH:23]=[CH:24][C:25]([O:28][CH3:29])=[CH:26][CH:27]=3)[CH:20]=2)=[N:10]1)([CH3:32])[CH2:34][N:35]1[CH2:36][CH2:37][O:38][CH2:39][CH2:40]1

참가 물질

6

반응물 4

HCID 8471TriethylamineHCID 2014972-Methyl-1-(morpholin-4-yl)propan-2-amineHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 67092066{5-(4-fluorobenzyl)-3-[1-(4-methoxybenzyl)-1H-1,2,3-triazol-4-yl]-1H-pyrazol-1-yl}acetic acid

생성물 1

HCID 67091944N-(1,1-dimethyl-2-morpholin-4-ylethyl)-2-{5-(4-fluorobenzyl)-3-[1-(4-methoxybenzyl)-1H-1,2,3-triazol-4-yl]-1H-pyrazol-1-yl}acetamide수율 97.7%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

A mixture of {5-(4-fluorobenzyl)-3-[1-(4-methoxybenzyl)-1H-1,2,3-triazol-4-yl]-1H-pyrazol-1-yl}acetic acid (1.0 g, 2.37 mmol), 1,1-dimethyl-2-morpholin-4-yl-ethylamine (0.375 g, 2.37 mmol), HATU (0.71 g, 2.85 mmol) and Et3N (0.71 g, 7.1 mol) in DMF (20 mL) was stirred at room temperature overnight. The mixture was concentrated in vacuo and the residue was treated with water (50 mL) and CH2Cl2 (50 mL). The aqueous layer was extracted with CH2Cl2 (2×20 mL). The combined organics were dried over Na2SO4 and evaporated to afford crude title compound (1.3 g, 92%) as yellow oil that was used without further purification in next step.

후처리

  1. concentrationThe mixture was concentrated in vacuo
  2. additionthe residue was treated with water (50 mL) and CH2Cl2 (50 mL)
  3. extractionThe aqueous layer was extracted with CH2Cl2 (2×20 mL)
  4. dry with materialThe combined organics were dried over Na2SO4
  5. customevaporated

출처 및 근거

ORD 기록
ord-c10ded2ac5914199a5d6b33f2d6c83ee
출처 데이터셋
uspto-grants-2011_04
특허 번호
US07919488B2

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