Diisopropylethylamine → HCID 178480912、化合物

HRID 1695649ノート

反応式

HRID 1695649 の反応式
[CH3:1][N:2]1[CH2:7][CH2:6][N:5]([CH2:8][C:9]([OH:11])=O)[CH2:4][CH2:3]1.C(N(CC)C(C)C)(C)C.F[B-](F)(F)F.N1(OC(N(C)C)=[N+](C)C)C2C=CC=CC=2N=N1.[CH:43]1([NH:50][C:51]2[O:52][CH2:53][C:54]3[CH:60]=[C:59]([NH2:61])[CH:58]=[CH:57][C:55]=3[N:56]=2)[CH2:49][CH2:48][CH2:47][CH2:46][CH2:45][CH2:44]1>ClCCl.CN(C)C=O.O>[CH:43]1([NH:50][C:51]2[O:52][CH2:53][C:54]3[CH:60]=[C:59]([NH:61][C:9](=[O:11])[CH2:8][N:5]4[CH2:4][CH2:3][N:2]([CH3:1])[CH2:7][CH2:6]4)[CH:58]=[CH:57][C:55]=3[N:56]=2)[CH2:44][CH2:45][CH2:46][CH2:47][CH2:48][CH2:49]1

参加物

8

反応物 4

HCID 81531DiisopropylethylamineHCID 2733207O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 2762732(4-Methylpiperazin-1-yl)acetic acidHCID 178507250HCID 178507250、化合物

生成物 1

HCID 178480912HCID 178480912、化合物収率 41%

試薬・触媒・溶媒 3

HCID 962Water溶媒HCID 6228Dimethylformamide溶媒HCID 6344Dichloromethane溶媒

実験手順

(4-Methyl-piperazin-1-yl)-acetic acid (167 mg, 1.1 mmol), N,N-diisopropyl ethyl amine (398 mg, 3.1 mmol) and 2-(1H-benzotriazole-1-yl)-1,1,3,3-tetramethyluronium tetrafluoroborate (452 mg, 1.4 mmol) were dissolved in dichloromethane 25 mL) and dimethylformamide (5 mL). The reaction mixture was stirred at room temperature for 30 minutes. N2-Cycloheptyl-4H-benzo[d][1,3]oxazine-2,6-diamine (228 mg, 0.88 mmol) was added and stirring was continued overnight. The reaction mixture was diluted with water and thrice extracted with dichloromethane. The combined organic phases were dried over sodium sulfate and evaporated. The crude product was purified by column chromatography (silica gel, dichloromethane/methanol/ammonia 100:0:0−>110:10:1). The title compound (144 mg, 41%) was obtained as an off-white foam; MS: m/e=400.5 (M+H+).

後処理

  1. stirringstirring
  2. waitwas continued overnight
  3. extractionextracted with dichloromethane
  4. dry with materialThe combined organic phases were dried over sodium sulfate
  5. customevaporated
  6. customThe crude product was purified by column chromatography (silica gel, dichloromethane/methanol/ammonia 100:0:0−>110:10:1)

出典と根拠

ORDレコード
ord-81c4f6eb004a4ca7bb90291e02352c8e
出典データセット
uspto-grants-2012_04
特許番号
US08163740B2

反応ノート

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