Triethylamine → 3-{2-[(Quinolin-4-ylmethyl)amino]ethyl}-2-thioxo-1,2,3,7-tetrahydro-6H-purin-6-one

HRID 912721노트

반응식

HRID 912721 반응식
FC(F)(F)C(O)=O.[NH2:8][CH2:9][CH2:10][N:11]1[C:19]2[N:18]=[CH:17][NH:16][C:15]=2[C:14](=[O:20])[NH:13][C:12]1=[S:21].C(N(CC)CC)C.[N:29]1[C:38]2[C:33](=[CH:34][CH:35]=[CH:36][CH:37]=2)[C:32]([CH:39]=O)=[CH:31][CH:30]=1.C([BH3-])#N.[Na+]>CO.C(O)(=O)C>[N:29]1[C:38]2[C:33](=[CH:34][CH:35]=[CH:36][CH:37]=2)[C:32]([CH2:39][NH:8][CH2:9][CH2:10][N:11]2[C:19]3[N:18]=[CH:17][NH:16][C:15]=3[C:14](=[O:20])[NH:13][C:12]2=[S:21])=[CH:31][CH:30]=1

참가 물질

7

반응물 4

HCID 8471TriethylamineHCID 780724-QuinolinecarboxaldehydeHCID 5003444Sodium cyanoborohydrideHCID 866311443-(2-Aminoethyl)-2-thioxo-1,2,3,7-tetrahydro-6H-purin-6-one trifluoroacetate

생성물 1

HCID 248556323-{2-[(Quinolin-4-ylmethyl)amino]ethyl}-2-thioxo-1,2,3,7-tetrahydro-6H-purin-6-one수율 29.3%

시약·촉매·용매 2

HCID 176Acetic Acid촉매HCID 887Methanol용매

실험 절차

3-(2-Aminoethyl)-2-thioxo-1,2,3,7-tetrahydro-6H-purin-6-one trifluoroacetate (98 mg, 0.3 mmol, obtained from Example 26(b)) and triethylamine (0.043 mL, 0.31 mmol) was stirred in dry methanol for 15 min. 4-Quinoline carboxaldehyde (47 mg, 0.3 mmol) and acetic acid (3 drops) were added and the mixture was stirred o.n. Sodium cyanoborohydride (28 mg, 0.45 mmol) was added and the mixture was stirred for 5 h. The mixture was then concentrated and purified by preparative HPLC, giving 31 mg (29% yield) of the title compound

후처리

  1. stirringthe mixture was stirred for 5 h
  2. concentrationThe mixture was then concentrated
  3. custompurified by preparative HPLC

출처 및 근거

ORD 기록
ord-333418bff52140bbb290a4d8ae64fd74
출처 데이터셋
uspto-grants-2011_09
특허 번호
US08026244B2

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