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3-Pentanamine → 4-[Ethyl-(2-hydroxy-ethyl)-amino]-6-methyl-2-(2,4,6-trimethyl-phenoxy)-nicotinic acid methyl ester

HRID 967989
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HRID 967989 반응식
[CH3:1][O:2][C:3](=[O:22])[C:4]1[C:9](Cl)=[CH:8][C:7]([CH3:11])=[N:6][C:5]=1[O:12][C:13]1[C:18]([CH3:19])=[CH:17][C:16]([CH3:20])=[CH:15][C:14]=1[CH3:21].C([CH:25]([NH2:28])[CH2:26]C)C.CN1CC[CH2:32][C:31]1=[O:35]>>[CH3:1][O:2][C:3](=[O:22])[C:4]1[C:9]([N:28]([CH2:25][CH3:26])[CH2:32][CH2:31][OH:35])=[CH:8][C:7]([CH3:11])=[N:6][C:5]=1[O:12][C:13]1[C:18]([CH3:19])=[CH:17][C:16]([CH3:20])=[CH:15][C:14]=1[CH3:21]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 3

HCID 120193-PentanamineHCID 13387N-methyl-2-pyrrolidoneHCID 248056514-Chloro-2-(2,4,6-trimethyl-phenoxy)-6-methyl-nicotinic acid methyl ester

생성물 1

HCID 695875454-[Ethyl-(2-hydroxy-ethyl)-amino]-6-methyl-2-(2,4,6-trimethyl-phenoxy)-nicotinic acid methyl ester

반응 조건

온도
130 °C

실험 절차

A mixture of 4-chloro-6-methyl-2-(2,4,6-trimethyl-phenoxy)-nicotinic acid methyl ester and 1-ethyl-propyl-amine in 1-methyl-2-pyrrolidinone was heated at 130° C. until starting material was consumed. The mixture was quenched with water, brine and extracted with ethyl acetate. The organic layer was dried and concentrated to dryness. The residue was purified through silica gel column chromatography to give the title compound. 1H NMR(CDCl3) d 6.85(s, 2H), 6.40(s, 1H), 3.88(s, 3H), 3.73(t, 2H), 3.43(t, 2H), 3.31(q, 2H), 2.27(s, 3H), 2.22(s, 3H), 2.06(s, 6H), 1.15(t, 3H) ppm.

후처리

  1. customwas consumed
  2. customThe mixture was quenched with water, brine
  3. extractionextracted with ethyl acetate
  4. customThe organic layer was dried
  5. concentrationconcentrated to dryness
  6. customThe residue was purified through silica gel column chromatography

출처 및 근거

ORD 기록
ord-f2fd09205608405a98cfdec4ff18b02e
출처 데이터셋
uspto-grants-2005_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06956047B1

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