Ammonia → HCID 86686992、化合物

HRID 2282402ノート

反応式

HRID 2282402 の反応式
Cl[C:2]1[N:6]2[CH:7]=[C:8]([F:11])[CH:9]=[CH:10][C:5]2=[N:4][N:3]=1.[OH:12][C@H:13]1[CH2:17][CH2:16][NH:15][CH2:14]1.N>CN1C(=O)CCC1.CO.C(Cl)Cl>[F:11][C:8]1[CH:9]=[CH:10][C:5]2[N:6]([C:2]([N:15]3[CH2:16][CH2:17][C@H:13]([OH:12])[CH2:14]3)=[N:3][N:4]=2)[CH:7]=1

参加物

7

反応物 3

HCID 222AmmoniaHCID 2733874(3S)-pyrrolidin-3-olHCID 552675403-Chloro-6-fluoro-[1,2,4]triazolo[4,3-a]pyridine

生成物 1

HCID 86686992HCID 86686992、化合物収率 38.8%

試薬・触媒・溶媒 3

HCID 887Methanol溶媒HCID 6344Dichloromethane溶媒HCID 13387N-methyl-2-pyrrolidone溶媒

反応条件

温度
160 °C

実験手順

A mixture of Intermediate 24b (300 mg, 1.74 mmol) and (S)-3-hydroxypyrrolidine (600 mg, 9.96 mmol) in NMP (6 mL) was heated in the microwave at 160° C. for 2 h. The reaction mixture was applied to an SCX-2 cartridge (70 g) and washed with MeOH. The product was eluted with 2M NH3 in MeOH; concentration in vacuo gave a residue. FCC, using 0-8% [2M NH3 in MeOH] in DCM, gave the title compound (150 mg, 38%). LCMS (Method 1): Rt 1.45 min, m/z 223 [MH+].

後処理

  1. washwashed with MeOH
  2. washThe product was eluted with 2M NH3 in MeOH
  3. concentrationconcentration in vacuo
  4. customgave a residue

出典と根拠

ORDレコード
ord-cd676f9a83e845bba25932d024244c6b
出典データセット
uspto-grants-2015_09
特許番号
US09139584B2

反応ノート

読み込み中…