HCID 178418247、化合物 → HCID 178510294、化合物

HRID 968731ノート

反応式

HRID 968731 の反応式
[Cl:1][C:2]1[CH:32]=[CH:31][CH:30]=[CH:29][C:3]=1[CH2:4][NH:5][C:6]1[S:7][C:8](=[CH:12][C:13]2[N:14]=[C:15]3[C:20](=[CH:21][CH:22]=2)[N:19]=[CH:18][C:17]([C:23]#[N:24])=[C:16]3OC(C)C)[C:9](=[O:11])[N:10]=1.C(O[Na])(C)=O.O=C1C(=CC2N=C3C(=CC=2)N=CC(C#N)=C3)SC(NCC2SC=CC=2)=N1>CC(O)=O>[Cl:1][C:2]1[CH:32]=[CH:31][CH:30]=[CH:29][C:3]=1[CH2:4][NH:5][C:6]1[S:7][C:8](=[CH:12][C:13]2[N:14]=[C:15]3[C:20](=[CH:21][CH:22]=2)[N:19]=[CH:18][C:17]([C:23]#[N:24])=[CH:16]3)[C:9](=[O:11])[N:10]=1

参加物

5

反応物 3

HCID 178418247HCID 178418247、化合物HCID 178458708HCID 178458708、化合物HCID 178510297HCID 178510297、化合物

生成物 1

HCID 178510294HCID 178510294、化合物収率 30.1%

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒

反応条件

温度
120 °C

実験手順

To a mixture of 2-(2-chloro-benzylamino)-thiazol-4-one (40.9 mg, 0.17 mmol) (see Example 2), AcONa (160 mg, 1.95 mmol), and 6-formyl-4-isopropoxy-[1,5]naphthyridine-3-carbonitrile (53.1 mg, 0.22 mmol) (see Example 11) in a sealed tube was added AcOH (0.3 mL). The reaction mixture was heated to 120° C. (oil bath) for 2 hrs. The reaction mixture was then cooled to r.t. and triturated with water. The solid was collected by filtration and washed with water acetone and ether to give 6-[2-(2-chloro-benzylamino)-4-oxo-4H-thiazol-5-ylidenemethyl]-[1,5]naphthyridine-3-carbonitrile as a dark brown solid (20.8 mg, 30.1%). HR-ES (+) m/e calcd for C20H12ClN5OS (M+H)+ 406.0524. found 406.0525.

後処理

  1. temperatureThe reaction mixture was then cooled to r.t.
  2. customtriturated with water
  3. filtrationThe solid was collected by filtration
  4. washwashed with water acetone and ether

出典と根拠

ORDレコード
ord-bfe48c03d0ac436fa2963d9a4a4ffe1a
出典データセット
uspto-grants-2007_12
特許番号
US07304074B2

反応ノート

読み込み中…