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Hydrochloric Acid → 3-[2-Fluoro-5-(4-oxo-3,4,5,6,7,8-hexahydro-phthalazin-1-ylmethyl)-phenyl]-5-methylimidazolidine-2,4-dione

HRID 1012957
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인쇄 미리보기

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HRID 1012957 반응식
C[O:2][C:3](=O)[CH:4]([NH:6][C:7]([NH:9][C:10]1[CH:15]=[C:14]([CH2:16][C:17]2[C:26]3[CH2:25][CH2:24][CH2:23][CH2:22][C:21]=3[C:20](=[O:27])[NH:19][N:18]=2)[CH:13]=[CH:12][C:11]=1[F:28])=[O:8])[CH3:5].[OH-].[Na+].Cl>CC(N(C)C)=O>[F:28][C:11]1[CH:12]=[CH:13][C:14]([CH2:16][C:17]2[C:26]3[CH2:25][CH2:24][CH2:23][CH2:22][C:21]=3[C:20](=[O:27])[NH:19][N:18]=2)=[CH:15][C:10]=1[N:9]1[C:3](=[O:2])[CH:4]([CH3:5])[NH:6][C:7]1=[O:8]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 577866402-{3-[2-Fluoro-5-(4-oxo-3,4,5,6,7,8-hexahydro-phthalazin-1-ylmethyl)-phenyl]-ureido}-propionic Acid Methyl Ester

생성물 1

HCID 577866443-[2-Fluoro-5-(4-oxo-3,4,5,6,7,8-hexahydro-phthalazin-1-ylmethyl)-phenyl]-5-methylimidazolidine-2,4-dione

시약·촉매·용매 1

HCID 31374Dimethylacetamide
용매

실험 절차

To a solution of 2-{3-[2-fluoro-5-(4-oxo-3,4,5,6,7,8-hexahydro-phthalazin-1-ylmethyl)-phenyl]-ureido}-propionic acid methyl ester (12) (0.425 g, 1.053 mmol), in dry DMA (5 ml), was added ground sodium hydroxide (0.433 mg, 1.053 mmol) in one portion. The reaction mixture was then placed in a preheated oil bath at 50° C. for 10 minutes and neutralised by addition of HCl (2N, ca 1 ml). The mixture was then concentrated to dryness and subjected to flash chromatography, eluent neat ethyl acetate (Rf=0.15). Single peak in LC-MS, (0.457 g, 99% purity); 1H NMR (300 MHz, D6 DMSδ ppm 12.61 (s, 1H), 8.51 (s, 1H), 7.40-7.15 (m, 3H), 4.32 (m, 1H), 3.93 (s, 2H), 2.46 (m, 4H), 1.63 (s, 4H), 1.35 (d, J=6.94 Hz, 3H). M/z (LC-MS, ESP), RT=3.28 mins (M+H 371.1).

후처리

  1. concentrationThe mixture was then concentrated to dryness

출처 및 근거

ORD 기록
ord-7820e88674f64179962efc38a31fda13
출처 데이터셋
uspto-grants-2011_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07981890B2

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