1-(Ethyloxy)-4-[(phenylmethyl)oxy]-2,3-naphthalenedicarboxylic acid → Ethyl (4-{4-(ethyloxy)-1,3-dioxo-9-[(phenylmethyl)oxy]-1,3-dihydro-2H-benzo[f]isoindol-2-yl}-3-fluorophenyl)acetate

HRID 913176노트

반응식

HRID 913176 반응식
[CH2:1]([O:3][C:4]1[C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[C:7]([O:14][CH2:15][C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)=[C:6]([C:22](O)=[O:23])[C:5]=1[C:25](O)=[O:26])[CH3:2].[NH2:28][C:29]1[CH:34]=[CH:33][C:32]([CH2:35][C:36]([O:38][CH2:39][CH3:40])=[O:37])=[CH:31][C:30]=1[F:41]>CN(C1C=CN=CC=1)C.C(O)(=O)C>[CH2:1]([O:3][C:4]1[C:5]2[C:25](=[O:26])[N:28]([C:29]3[CH:34]=[CH:33][C:32]([CH2:35][C:36]([O:38][CH2:39][CH3:40])=[O:37])=[CH:31][C:30]=3[F:41])[C:22](=[O:23])[C:6]=2[C:7]([O:14][CH2:15][C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)=[C:8]2[CH:9]=[CH:10][CH:11]=[CH:12][C:13]=12)[CH3:2]

참가 물질

5

반응물 2

HCID 580124801-(Ethyloxy)-4-[(phenylmethyl)oxy]-2,3-naphthalenedicarboxylic acidHCID 59760056Ethyl 2-(4-amino-3-fluorophenyl)acetate

생성물 1

HCID 58012495Ethyl (4-{4-(ethyloxy)-1,3-dioxo-9-[(phenylmethyl)oxy]-1,3-dihydro-2H-benzo[f]isoindol-2-yl}-3-fluorophenyl)acetate수율 110.2%

시약·촉매·용매 2

HCID 142844-(Dimethylamino)pyridine촉매HCID 176Acetic Acid용매

실험 절차

A mixture of 1-(ethyloxy)-4-[(phenylmethyl)oxy]-2,3-naphthalenedicarboxylic acid (1.40 g, 3.32 mmol), ethyl (4-amino-3-fluorophenyl)acetate (1.24 g, 6.30 mmol) and DMAP (0.121 g, 0.995 mmol) were heated to 120° C. in acetic acid (20 ml) for 6 hours. The reaction mixture was triturated with water and the resulting yellow solid was collected by filtration and dried in the vacuum oven to give the title compound (1.93 g, 3.66 mmol). LC/MS: Rt=3.95, [MH]+ 528.

후처리

  1. customThe reaction mixture was triturated with water
  2. filtrationthe resulting yellow solid was collected by filtration
  3. customdried in the vacuum oven

출처 및 근거

ORD 기록
ord-ace76eda108b4092a6d51759b9917686
출처 데이터셋
uspto-grants-2011_09
특허 번호
US08026270B2

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