Cyclopropanecarbonyl chloride → (S)-1-(4-(7-(cyclopropanecarbonyl)-4-(3-methylmorpholino)-5,6,7,8-tetrahydropyrido[3,4-d]pyrimidin-2-yl)phenyl)-3-ethylurea

HRID 1626570노트

반응식

HRID 1626570 반응식
FC(F)(F)C(O)=O.[CH2:8]([NH:10][C:11]([NH:13][C:14]1[CH:19]=[CH:18][C:17]([C:20]2[N:21]=[C:22]([N:30]3[CH2:35][CH2:34][O:33][CH2:32][C@@H:31]3[CH3:36])[C:23]3[CH2:29][CH2:28][NH:27][CH2:26][C:24]=3[N:25]=2)=[CH:16][CH:15]=1)=[O:12])[CH3:9].CCN(C(C)C)C(C)C.[CH:46]1([C:49](Cl)=[O:50])[CH2:48][CH2:47]1>C(Cl)Cl>[CH:46]1([C:49]([N:27]2[CH2:28][CH2:29][C:23]3[C:22]([N:30]4[CH2:35][CH2:34][O:33][CH2:32][C@@H:31]4[CH3:36])=[N:21][C:20]([C:17]4[CH:16]=[CH:15][C:14]([NH:13][C:11]([NH:10][CH2:8][CH3:9])=[O:12])=[CH:19][CH:18]=4)=[N:25][C:24]=3[CH2:26]2)=[O:50])[CH2:48][CH2:47]1

참가 물질

5

반응물 3

HCID 77637Cyclopropanecarbonyl chlorideHCID 81531DiisopropylethylamineHCID 66687590HCID 66687590, 화합물

생성물 1

HCID 46912701(S)-1-(4-(7-(cyclopropanecarbonyl)-4-(3-methylmorpholino)-5,6,7,8-tetrahydropyrido[3,4-d]pyrimidin-2-yl)phenyl)-3-ethylurea수율 15%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a stirred solution of (S)-1-ethyl-3-(4-(4-(3-methylmorpholino)-5,6,7,8-tetrahydropyrido[3,4-d]pyrimidin-2-yl)phenyl)urea 2,2,2-trifluoroacetate (100 mg, 0.20 mmol) in DCM was added iPr2NEt (70 uL, 0.40 mmol) and cyclopropanecarbonyl chloride (20 uL, 0.22 mmol). The reaction mixture was stirred at room temperature for 16 h. The reaction mixture was concentrated and purified by prep. HPLC to give a white solid (14 mg, 0.03 mmol, 15% yield).

후처리

  1. concentrationThe reaction mixture was concentrated
  2. custompurified by prep

출처 및 근거

ORD 기록
ord-8328e913cc8b4dacad1ae7f24d4e9e2f
출처 데이터셋
uspto-grants-2014_07
특허 번호
US08785457B2

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