Ammonia → 1-(6-Fluoro-[1,2,4]triazolo[4,3-a]pyridin-3-yl)-4-methyl-piperidin-4-ol

HRID 1402244ノート

反応式

HRID 1402244 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.[CH3:12][C:13]1([OH:19])[CH2:18][CH2:17][NH:16][CH2:15][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:16]3[CH2:17][CH2:18][C:13]([CH3:12])([OH:19])[CH2:14][CH2:15]3)=[N:3][N:4]=2)[CH:7]=1

参加物

7

反応物 3

HCID 222AmmoniaHCID 156491744-Methylpiperidin-4-olHCID 552675403-Chloro-6-fluoro-[1,2,4]triazolo[4,3-a]pyridine

生成物 1

HCID 866870971-(6-Fluoro-[1,2,4]triazolo[4,3-a]pyridin-3-yl)-4-methyl-piperidin-4-ol収率 32.7%

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
170 °C

実験手順

A mixture of Intermediate 24b (400 mg, 2.32 mmol) and Intermediate 79b (1.33 g, 11.6 mmol) in NMP (5 mL) was heated in the microwave at 170° C. for 3 h. The reaction mixture was applied to an SCX-2 cartridge (25 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 (190 mg, 32%). LCMS (Method 1): Rt 2.01 min, m/z 251 [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-b89320db6c2743b090c00be1d814838b
出典データセット
uspto-grants-2014_12
特許番号
US08907094B2

反応ノート

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