Triethylamine → 4-(1-((2-Chloropyridin-3-yl)carbonyl)-4-hydroxypiperidin-4-yl)benzonitrile

HRID 240398노트

반응식

HRID 240398 반응식
[Cl:1][C:2]1[N:10]=[CH:9][CH:8]=[CH:7][C:3]=1[C:4]([OH:6])=O.Cl.C([C:14]1[CH:27]=[CH:26][C:17]([CH2:18][C:19]2([OH:25])[CH2:24][CH2:23][NH:22][CH2:21][CH2:20]2)=C[CH:15]=1)#N.[CH3:28][N:29](C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.C(N(CC)CC)C>CN(C=O)C.O>[Cl:1][C:2]1[C:3]([C:4]([N:22]2[CH2:21][CH2:20][C:19]([C:18]3[CH:15]=[CH:14][C:27]([C:28]#[N:29])=[CH:26][CH:17]=3)([OH:25])[CH2:24][CH2:23]2)=[O:6])=[CH:7][CH:8]=[CH:9][N:10]=1

참가 물질

7

반응물 4

HCID 8471TriethylamineHCID 762582-Chloronicotinic acidHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 866808464-(4-Cyanobenzyl)-4-hydroxypiperidine hydrochloride

생성물 1

HCID 866808604-(1-((2-Chloropyridin-3-yl)carbonyl)-4-hydroxypiperidin-4-yl)benzonitrile수율 104%

시약·촉매·용매 2

HCID 962Water용매HCID 6228Dimethylformamide용매

실험 절차

A suspension of 2-chloronicotinic acid (0.20 g), 4-(4-cyanobenzyl)-4-hydroxypiperidine hydrochloride (0.32 g), HATU (0.72 g) and triethylamine (0.89 mL) in DMF (4.0 mL) was stirred overnight at room temperature. The reaction mixture was diluted with water, and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine, and dried over anhydrous sodium sulfate, and filtered through basic silica gel. The filtrate was concentrated under reduced pressure to give the title compound (0.45 g).

후처리

  1. extractionthe mixture was extracted with ethyl acetate
  2. washThe extract was washed with saturated brine
  3. dry with materialdried over anhydrous sodium sulfate
  4. filtrationfiltered through basic silica gel
  5. concentrationThe filtrate was concentrated under reduced pressure

출처 및 근거

ORD 기록
ord-4484988e028b443190f67489053685ea
출처 데이터셋
uspto-grants-2014_02
특허 번호
US08648079B2

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