홈MCP워크벤치Skills
홈워크벤치알림마이페이지
llms.txt · MCP 가이드개인정보처리방침 · 이용약관 · 지원v1.8.0
  1. 홈
  2. /반응

Cyclopropylamine → 2-{5-Chloro-2-[3-(4-methylpiperazin-1-yl)-propylamino]-pyrimidin-4-yl}-benzo[b]thiophene-6-carboxylic acid cyclopropylamide tri-hydrochloride

HRID 1986234
노트
인쇄 미리보기

반응식

HRID 1986234 반응식
C(N(C(C)C)CC)(C)C.[CH:10]1([NH2:13])[CH2:12][CH2:11]1.F[P-](F)(F)(F)(F)F.N1(O[P+](N(C)C)(N(C)C)N(C)C)C2C=CC=CC=2N=N1.[ClH:41].Cl.Cl.[Cl:44][C:45]1[C:46]([C:62]2[S:66][C:65]3[CH:67]=[C:68]([C:71](O)=[O:72])[CH:69]=[CH:70][C:64]=3[CH:63]=2)=[N:47][C:48]([NH:51][CH2:52][CH2:53][CH2:54][N:55]2[CH2:60][CH2:59][N:58]([CH3:61])[CH2:57][CH2:56]2)=[N:49][CH:50]=1.[Li+].[Cl-]>CN(C=O)C>[ClH:44].[ClH:41].[ClH:44].[CH:10]1([NH:13][C:71]([C:68]2[CH:69]=[CH:70][C:64]3[CH:63]=[C:62]([C:46]4[C:45]([Cl:44])=[CH:50][N:49]=[C:48]([NH:51][CH2:52][CH2:53][CH2:54][N:55]5[CH2:60][CH2:59][N:58]([CH3:61])[CH2:57][CH2:56]5)[N:47]=4)[S:66][C:65]=3[CH:67]=2)=[O:72])[CH2:12][CH2:11]1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 5

HCID 69828CyclopropylamineHCID 81531DiisopropylethylamineHCID 151348Benzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphateHCID 433294Lithium ChlorideHCID 688561812-{5-Chloro-2-[3-(4-methyl-piperazin-1-yl)-propylamino]-pyrimidin-4-yl}-benzo[b]thiophene-6-carboxylic acid tri-hydrochloride

생성물 1

HCID 68855956
2-{5-Chloro-2-[3-(4-methylpiperazin-1-yl)-propylamino]-pyrimidin-4-yl}-benzo[b]thiophene-6-carboxylic acid cyclopropylamide tri-hydrochloride

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

Diisopropylethylamine (0.210 mL, 1.20 mmol), cyclopropylamine (0.090 mL, 1.3 mmol) and (benzotriazol-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate (205 mg, 0.460 mmol) are added successively to a stirred suspension of 2-{5-chloro-2-[3-(4-methyl-piperazin-1-yl)-propylamino]-pyrimidin-4-yl}-benzo[b]thiophene-6-carboxylic acid tri-hydrochloride. (195 mg, 0.400 mmol) and LiCl (187 mg, 4.40 mmol) in DMF (4 mL) at ambient temperature under nitrogen, the resultant mixture is heated at 50° C. for 20 hours. After cooling to ambient temperature, the solvent is removed and the residue is subject to chromatography on silica gel, eluting with 2 M NH3/MeOH in dichloromethane 0-8%, to give the free base of the title compound (97 mg). ES+(m/z) 485 (35Cl) and 487 (37Cl) [M+H]. Using the method of Preparation (E) in 2-{5-chloro-2-[3-(4-methylpiperazin-1-yl)-propylamino]-pyrimidin-4-yl}-benzo[b]thiophene-4-carboxylic acid cyclopropylamide tri-hydrochloride, the free base is converted to the tri-hydrochloride salt as a yellow solid.

후처리

  1. customthe solvent is removed
  2. washeluting with 2 M NH3/MeOH in dichloromethane 0-8%

출처 및 근거

ORD 기록
ord-36ad55c9870a4ebfa55fd50770b76bfc
출처 데이터셋
uspto-grants-2009_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07547691B2

반응 노트

불러오는 중…

이 페이지에서참가 물질실험 절차후처리출처 및 근거반응 노트