Diisopropylethylamine → HCID 178457728、化合物

HRID 1525332ノート

反応式

HRID 1525332 の反応式
[OH:1][C:2]1[C:7]([C:8]([OH:10])=O)=[CH:6][N:5]=[C:4]([C:11]2[N:12]=[N:13][CH:14]=[CH:15][CH:16]=2)[N:3]=1.[Br:17][C:18]1[CH:23]=[CH:22][C:21]([C:24]([NH2:27])([CH3:26])[CH3:25])=[CH:20][CH: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>[Br:17][C:18]1[CH:19]=[CH:20][C:21]([C:24]([NH:27][C:8]([C:7]2[C:2]([OH:1])=[N:3][C:4]([C:11]3[N:12]=[N:13][CH:14]=[CH:15][CH:16]=3)=[N:5][CH:6]=2)=[O:10])([CH3:25])[CH3:26])=[CH:22][CH:23]=1

参加物

6

反応物 4

HCID 81531DiisopropylethylamineHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 230091162-(4-Bromophenyl)propan-2-amine2 回HCID 178524753HCID 178524753、化合物

生成物 1

HCID 178457728HCID 178457728、化合物収率 57%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

A mixture of 4-hydroxy-2-(pyridazin-3-yl)pyrimidine-5-carboxylic acid, 30-ie, (110 mg, 0.5 mmol), 2-(4-bromophenyl)propan-2-amine, 36-b, (70 mg, 0.32 mmol), HATU (290 mg, 0.76 mmol) and DIEA (82 mg, 0.64 mmol) in DMF (3 mL) was stirred at room temperature overnight. The mixture was washed with aqueous NH4Cl (15 mL) and extracted with EtOAc (30 mL). The organic layers were dried and concentrated in vacuo. The residue was washed with hexane to afford compound 36-c (80 mg, 57%). 1H NMR (300 MHz, CDCl3) δ11.62 (s, 1H), 9.55 (s, 1H), 9.41 (dd, J=1.5, 4.8 Hz, 1H), 9.00 (d, J=4.2 Hz, 1H), 8.63 (dd, J=1.5, 8.1 Hz, 1H), 7.78 (dd, J=5.1, 8.4 Hz, 1H)), 7.43 (d, J=8.4 Hz, 2H), 7.33 (d, J=8.4 Hz, 2H), 1.78 (s, 6H). LC-MS: (M+H)+ 414.

後処理

  1. washThe mixture was washed with aqueous NH4Cl (15 mL)
  2. extractionextracted with EtOAc (30 mL)
  3. customThe organic layers were dried
  4. concentrationconcentrated in vacuo
  5. washThe residue was washed with hexane

出典と根拠

ORDレコード
ord-df12f5bd23954d7ea4c273276289ed87
出典データセット
uspto-grants-2015_07
特許番号
US09079930B2

反応ノート

読み込み中…