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llms.txt · MCP 가이드개인정보처리방침 · 이용약관 · 지원v1.8.0
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1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → 6-Fluoro-pyridine-2-carboxylic acid isobutyl-(8-propyl[1,2,4]triazolo-[1,5-c]pyrimidin-7-ylmethyl)-amide

HRID 898709
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HRID 898709 반응식
[CH2:1]([NH:5][CH2:6][C:7]1[N:12]=[CH:11][N:10]2[N:13]=[CH:14][N:15]=[C:9]2[C:8]=1[CH2:16][CH2:17][CH3:18])[CH:2]([CH3:4])[CH3:3].[F:19][C:20]1[N:25]=[C:24]([C:26](O)=[O:27])[CH:23]=[CH:22][CH:21]=1.CCN=C=NCCCN(C)C>C(Cl)Cl.CN(C1C=CN=CC=1)C>[CH2:1]([N:5]([CH2:6][C:7]1[N:12]=[CH:11][N:10]2[N:13]=[CH:14][N:15]=[C:9]2[C:8]=1[CH2:16][CH2:17][CH3:18])[C:26]([C:24]1[CH:23]=[CH:22][CH:21]=[C:20]([F:19])[N:25]=1)=[O:27])[CH:2]([CH3:4])[CH3:3]
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참가 물질

6

반응물 3

HCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 2260276-Fluoropyridine-2-carboxylic acidHCID 58661548Isobutyl-(8-propyl-[1,2,4]triazolo[1,5-c]pyrimidin-7-ylmethyl)-amine

생성물 1

HCID 586615556-Fluoro-pyridine-2-carboxylic acid isobutyl-(8-propyl[1,2,4]triazolo-[1,5-c]pyrimidin-7-ylmethyl)-amide

시약·촉매·용매 2

HCID 14284
4-(Dimethylamino)pyridine
촉매
HCID 6344Dichloromethane용매2회

실험 절차

To a stirred solution of isobutyl-(8-propyl-[1,2,4]triazolo[1,5-c]pyrimidin-7-ylmethyl)-amine (2.8 mmol) and 6-fluoro-pyridine-2-carboxylic acid (0.47g, 3.34 mmol) in DCM (10 ml) is added EDCI (0.61 g) and DMAP (0.153 g). The mixture is stirred at room temperature overnight. DCM (10 ml) is added to dilute the mixture. The mixture is washed with water (5 mL), dried (Na2SO4) and solvent evaporated. Preparative TLC purification of the residue (2:1 of hexane: ethyl acetate) provides the title product. H1 NMR δ (CDCl3) (mixture of rotamers) 9.25 (s, 0.51), 9.18 (s, 0.5H), 8.39 (s, 0.5H), 8.36 (s, 0.5H), 7.78-7.93 (m, 1H), 7.68 (d, 0.5H), 7.57 (d, 0.5H), 6.99 (d, 0.5H), 6.92 (d, 0.5H), 5.03 (s, 1H), 4.89 (s, 1H), 3.52 (d, 1H), 3.35 (d, 1H), 3.12 (t, 1H), 2.83 (t, 1H), 1.95-2.20 (m, 1H), 1.59-1.85 (m, 2H), 0.88-1.10 (m, 6H), 0.82 (t, 3H).

후처리

  1. additionto dilute the mixture
  2. washThe mixture is washed with water (5 mL)
  3. dry with materialdried (Na2SO4) and solvent
  4. customevaporated
  5. customPreparative TLC purification of the residue (2:1 of hexane: ethyl acetate)

출처 및 근거

ORD 기록
ord-72c8224fb15540dda471c9cc897f6e79
출처 데이터셋
uspto-grants-2008_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07351826B2

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