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 1626570ノート

反応式

HRID 1626570 の反応式
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

参加物

5

反応物 3

HCID 77637Cyclopropanecarbonyl chlorideHCID 81531DiisopropylethylamineHCID 66687590HCID 66687590、化合物

生成物 1

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

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

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).

後処理

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

出典と根拠

ORDレコード
ord-8328e913cc8b4dacad1ae7f24d4e9e2f
出典データセット
uspto-grants-2014_07
特許番号
US08785457B2

反応ノート

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