Diisopropylethylamine → 2-(4-(2-methylpyridin-4-yl)phenyl)-N-(6-morpholinopyridin-3-yl)acetamide

HRID 592144

反応式

HRID 592144 の反応式
[CH3:1][C:2]1[CH:7]=[C:6]([C:8]2[CH:13]=[CH:12][C:11]([CH2:14][C:15]([OH:17])=O)=[CH:10][CH:9]=2)[CH:5]=[CH:4][N:3]=1.[O:18]1[CH2:23][CH2:22][N:21]([C:24]2[N:29]=[CH:28][C:27]([NH2:30])=[CH:26][CH:25]=2)[CH2:20][CH2:19]1.CN(C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.CCN(C(C)C)C(C)C>CN(C=O)C>[CH3:1][C:2]1[CH:7]=[C:6]([C:8]2[CH:9]=[CH:10][C:11]([CH2:14][C:15]([NH:30][C:27]3[CH:28]=[N:29][C:24]([N:21]4[CH2:20][CH2:19][O:18][CH2:23][CH2:22]4)=[CH:25][CH:26]=3)=[O:17])=[CH:12][CH:13]=2)[CH:5]=[CH:4][N:3]=1

参加物

6

反応物 4

HCID 81531DiisopropylethylamineHCID 1040596-(Morpholino)pyridin-3-amineHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 58447644[4-(2-Methyl-pyridin-4-yl)-phenyl]-acetic acid

生成物 1

HCID 584477512-(4-(2-methylpyridin-4-yl)phenyl)-N-(6-morpholinopyridin-3-yl)acetamide

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

A mixture of 2-(4-(2-methylpyridin-4-yl)phenyl)acetic acid 73-1 (40 mg, 0.18 mmol), 6-morpholinopyridin-3-amine (40 mg, 0.22 mmol) and HATU (80 mg, 0.21 mmol) in 2 mL DMF was added DIEA (104 μL, 0.6 mmol) at room temperature. The mixture was stirred at room temperature for 2 hours. The solvent was removed by rotary evaporation. The crude product was purified by reverse phase HPLC to give the title compound 73 as white solid. MS m/z 389.19 (M+1); 1H NMR 400 MHz (DMSO-d6) δ11.30(s, 1H), 8.82(d, 1H, J=6.4 Hz), 8.57(d, 1H, J=2.4 Hz), 8.35(m, 1H), 8.24(dd, 1H, J1=6.4 Hz, J2=1.6 Hz), 8.19(dd, 1H, J1=10.0 Hz, J2=2.8 Hz), 8.02(m, 2H), 7.63(m, 2H), 7.42(d, 2H, J=9.6 Hz), 3.87(s, 2H), 3.75(m, 4H), 3.66(m, 4H), 2.80(s, 3H).

後処理

  1. customThe solvent was removed by rotary evaporation
  2. customThe crude product was purified by reverse phase HPLC

出典と根拠

ORDレコード
ord-2072c16d748d48e1a7a3453a29720239
出典データセット
uspto-grants-2016_01
特許番号
US09238646B2

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