N,N-Diethyl-2-propanamine → (S)-N-(1-(imidazo[1,2-a]pyrazin-8-yl)pyrrolidin-3-yl)-5-isopropylpyrimidine-2-carboxamide
反応式
Cl.[N:2]1[CH:3]=[CH:4][N:5]2[CH:10]=[CH:9][N:8]=[C:7]([N:11]3[CH2:15][CH2:14][C@H:13]([NH2:16])[CH2:12]3)[C:6]=12.[CH:17]([C:20]1[CH:21]=[N:22][C:23]([C:26](O)=[O:27])=[N:24][CH:25]=1)([CH3:19])[CH3:18].C(N(CC)C(C)C)C.CN(C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F>CN(C=O)C.C(OCC)(=O)C>[N:2]1[CH:3]=[CH:4][N:5]2[CH:10]=[CH:9][N:8]=[C:7]([N:11]3[CH2:15][CH2:14][C@H:13]([NH:16][C:26]([C:23]4[N:22]=[CH:21][C:20]([CH:17]([CH3:19])[CH3:18])=[CH:25][N:24]=4)=[O:27])[CH2:12]3)[C:6]=12参加物
7
反応物 4
HCID 521913N,N-Diethyl-2-propanamine
HCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)
HCID 839144005-Isopropylpyrimidine-2-carboxylic acid
HCID 86720541(5)-1-(Imidazo[1,2-a]pyrazin-8-yl)pyrrolidin-3-amine hydrochloride salt生成物 1
試薬・触媒・溶媒 2
実験手順
To a suspension of (S)-1-(imidazo[1,2-a]pyrazin-8-yl)pyrrolidin-3-amine hydrochloride salt (84 mg, 0.3 mmol) and 5-isopropylpyrimidine-2-carboxylic acid (85 mg, 0.5 mmol) in DMF (5 mL) was added diethylisopropyl amine (650 mg, 5 mmol), followed by HATU (190 mg, 0.5 mmol). The resulting solution was stirred at room temperature for 1 h. The reaction mixture was diluted with ethyl acetate and washed with saturated aqueous solutions of KH2PO4 and NaHCO3, followed by brine. The organic layer was concentrated in vacuo and the residue purified by reverse phase HPLC (acetonitrile-H2O with 0.1% TFA as eluent) to give 35 mg of the title compound (32% yield) as a white solid. MS: (ES) m/z found 352.1.
後処理
- washwashed with saturated aqueous solutions of KH2PO4 and NaHCO3
- concentrationThe organic layer was concentrated in vacuo
- customthe residue purified by reverse phase HPLC (acetonitrile-H2O with 0.1% TFA as eluent)
出典と根拠
- ORDレコード
- ord-0f2904c548be4b7bb4548df31fb9824a
- 出典データセット
- uspto-grants-2015_10
- 特許番号
- US09169261B2
反応ノート
読み込み中…