Benzyloxyamine hydrochloride → 1'-methyl-6-[(E)-3-[3-[(E)-C-methyl-N-phenylmethoxycarbonimidoyl]azetidin-1-yl]-3-oxoprop-1-enyl]spiro[1,4-dihydro-1,8-naphthyridine-3,4'-piperidine]-2-one

HRID 83077노트

반응식

HRID 83077 반응식
Cl.[CH2:2]([O:9][NH2:10])[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.[C:11]([CH:14]1[CH2:17][N:16]([C:18](=[O:38])/[CH:19]=[CH:20]/[C:21]2[CH:22]=[C:23]3[C:34](=[N:35][CH:36]=2)[NH:33][C:32](=[O:37])[C:25]2([CH2:30][CH2:29][N:28]([CH3:31])[CH2:27][CH2:26]2)[CH2:24]3)[CH2:15]1)(=O)[CH3:12]>CO>[CH3:31][N:28]1[CH2:29][CH2:30][C:25]2([CH2:24][C:23]3[C:34](=[N:35][CH:36]=[C:21](/[CH:20]=[CH:19]/[C:18](=[O:38])[N:16]4[CH2:15][CH:14](/[C:11](=[N:10]/[O:9][CH2:2][C:3]5[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=5)/[CH3:12])[CH2:17]4)[CH:22]=3)[NH:33][C:32]2=[O:37])[CH2:26][CH2:27]1

참가 물질

4

반응물 2

HCID 102312Benzyloxyamine hydrochlorideHCID 68338069(E)-6-(3-(3-acetylazetidin-1-yl)-3-oxoprop-1-enyl)-1'-methyl-1H-spiro[[1,8]naphthyridine-3,4'-piperidin]-2(4H)-one

생성물 1

HCID 529508311'-methyl-6-[(E)-3-[3-[(E)-C-methyl-N-phenylmethoxycarbonimidoyl]azetidin-1-yl]-3-oxoprop-1-enyl]spiro[1,4-dihydro-1,8-naphthyridine-3,4'-piperidine]-2-one

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

O-benzylhydroxylamine hydrochloride (13.5 mg, 0.08 mmol) was added to a solution of (E)-6-(3-(3-acetylazetidin-1-yl)-3-oxoprop-1-enyl)-1′-methyl-1H-spiro[[1,8]naphthyridine-3,4′-piperidin]-2(4H)-one (23.0 mg, 0.06 mmol) in methanol (1.5 mL) at room temperature. The reaction mixture was stirred overnight. After concentration to dryness, the residue was purified by chromatography on silica gel using dichloromethane/methanol (9:1) as eluent. The title product was obtained as a pink solid (9 mg, 31%).

후처리

  1. concentrationAfter concentration to dryness
  2. customthe residue was purified by chromatography on silica gel

출처 및 근거

ORD 기록
ord-35f13e360d96448f9430109667183d79
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08846711B2

반응 노트

불러오는 중…