Triethylamine → 1-[3-(2-ethoxymethyl-7-phenyl-1H-imidazo[4,5-c]quinolin-1-yl)propyl]pyrrolidin-2-one

HRID 9411

반응식

HRID 9411 반응식
[NH2:1][C:2]1[CH:3]=[N:4][C:5]2[C:10]([C:11]=1[NH:12][CH2:13][CH2:14][CH2:15][N:16]1[CH2:20][CH2:19][CH2:18][C:17]1=[O:21])=[CH:9][CH:8]=[C:7]([C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1)[CH:6]=2.[CH2:28]([O:30][CH2:31][C:32](Cl)=O)[CH3:29].C(N(CC)CC)C>>[CH2:28]([O:30][CH2:31][C:32]1[N:12]([CH2:13][CH2:14][CH2:15][N:16]2[CH2:20][CH2:19][CH2:18][C:17]2=[O:21])[C:11]2[C:10]3[CH:9]=[CH:8][C:7]([C:22]4[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=4)=[CH:6][C:5]=3[N:4]=[CH:3][C:2]=2[N:1]=1)[CH3:29]

참가 물질

4

반응물 3

HCID 8471TriethylamineHCID 84189Ethoxyacetyl chlorideHCID 219842461-[3-(3-Amino-7-phenylquinolin-4-ylamino)propyl]pyrrolidin-2-one

생성물 1

HCID 219841861-[3-(2-ethoxymethyl-7-phenyl-1H-imidazo[4,5-c]quinolin-1-yl)propyl]pyrrolidin-2-one수율 56.7%

실험 절차

1-[3-(3-Amino-7-phenylquinolin-4-ylamino)propyl]pyrrolidin-2-one (2.21 g, 6.13 mmol) was treated with ethoxyacetyl chloride (0.95 mL, 8.76 mmol) according to the methods described in Parts C and D of Examples 152–156. Triethylamine (8.6 mmol) was added in Part C. The product from Part D was purified by column chromatography on silica gel (eluting with acetone and then chloroform:methanol in a gradient from 95:5 to 90:10) to provide 1.49 g of 1-[3-(2-ethoxymethyl-7-phenyl-1H-imidazo[4,5-c]quinolin-1-yl)propyl]pyrrolidin-2-one as a brown solid.

후처리

  1. customThe product from Part D was purified by column chromatography on silica gel (
  2. washeluting with acetone

출처 및 근거

ORD 기록
ord-f18f803e88054fb58ebacb523833a126
출처 데이터셋
uspto-grants-2006_08
특허 번호
US07091214B2

연결된 노트

불러오는 중…