Potassium Iodide → cis-4-amino-5-chloro-N-[1-[2-(1,4-dihydro-2,4-dioxo-3(2H)-quinazolinyl)ethyl]-3-methoxy-4-piperidinyl]-2-methoxybenzamide

HRID 1088397

반응식

HRID 1088397 반응식
Cl[CH2:2][CH2:3][N:4]1[C:13](=[O:14])[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[NH:6][C:5]1=[O:15].[NH2:16][C:17]1[C:33]([Cl:34])=[CH:32][C:20]([C:21]([NH:23][C@H:24]2[CH2:29][CH2:28][NH:27][CH2:26][C@H:25]2[O:30][CH3:31])=[O:22])=[C:19]([O:35][CH3:36])[CH:18]=1.C(=O)([O-])O.[Na+].[I-].[K+]>O.CC(C)CC(=O)C>[NH2:16][C:17]1[C:33]([Cl:34])=[CH:32][C:20]([C:21]([NH:23][C@H:24]2[CH2:29][CH2:28][N:27]([CH2:2][CH2:3][N:4]3[C:13](=[O:14])[C:12]4[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=4)[NH:6][C:5]3=[O:15])[CH2:26][C@H:25]2[O:30][CH3:31])=[O:22])=[C:19]([O:35][CH3:36])[CH:18]=1

참가 물질

7

반응물 4

HCID 4875Potassium IodideHCID 787663-(2-chloroethyl)(1H,3H)quinazoline-2,4-dioneHCID 516892Sodium BicarbonateHCID 98616214-Amino-5-chloro-2-methoxy-N-[(3R,4S)-3-methoxypiperidin-4-YL]benzamide

생성물 1

HCID 15096932cis-4-amino-5-chloro-N-[1-[2-(1,4-dihydro-2,4-dioxo-3(2H)-quinazolinyl)ethyl]-3-methoxy-4-piperidinyl]-2-methoxybenzamide

시약·촉매·용매 2

HCID 962Water용매HCID 7909Methyl Isobutyl Ketone용매

실험 절차

A mixture of 3.8 parts of 3-(2-chloroethyl)-2(1H), 4(3H)-quinazolinedione, 4.7 parts of cis-4-amino-5-chloro-2-methoxy-N-(3-methoxy-4-piperidinyl)benzamide, 1.7 parts of sodium hydrogen carbonate, 0.1 parts of potassium iodide and 160 parts of 4-methyl-2-pentanone was stirred and refluxed for 24 hours. Water was added to the reaction mixture. The precipitated product was filtered off and crystallized from N,N-dimethylformamide and a small amount of water, yielding 3.3 parts of cis-4-amino-5-chloro-N-[1-[2-(1,4-dihydro-2,4-dioxo-3(2H)-quinazolinyl)ethyl]-3-methoxy-4-piperidiny]-2-methoxybenzamide; mp. 270.8° C. (compound 142).

후처리

  1. temperaturerefluxed for 24 hours
  2. filtrationThe precipitated product was filtered off
  3. customcrystallized from N,N-dimethylformamide

출처 및 근거

ORD 기록
ord-022d02862e7943faa08f947abacb089a
출처 데이터셋
uspto-grants-1990_10
특허 번호
US04962115

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