HCID 178418247、化合物 → HCID 178510291、化合物

HRID 968727ノート

反応式

HRID 968727 の反応式
C(O[C:5]1[C:14]2[C:9](=[CH:10][CH:11]=[C:12]([CH:15]=[C:16]3[S:20][C:19]([NH:21][CH:22]4[CH2:24][CH:23]4[C:25]4[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=4)=[N:18][C:17]3=[O:31])[N:13]=2)[N:8]=[CH:7][C:6]=1[C:32]#[N:33])(C)C.C(O[Na])(C)=O.O=C1C(=CC2N=C3C(=CC=2)N=CC(C#N)=C3)SC(NCC2SC=CC=2)=N1>CC(O)=O>[O:31]=[C:17]1[C:16](=[CH:15][C:12]2[N:13]=[C:14]3[C:9](=[CH:10][CH:11]=2)[N:8]=[CH:7][C:6]([C:32]#[N:33])=[CH:5]3)[S:20][C:19]([NH:21][CH:22]2[CH2:24][CH:23]2[C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)=[N:18]1

参加物

5

反応物 3

HCID 178418247HCID 178418247、化合物HCID 178458707HCID 178458707、化合物HCID 178510297HCID 178510297、化合物

生成物 1

HCID 178510291HCID 178510291、化合物収率 21.5%

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒

反応条件

温度
100 °C

実験手順

To a mixture of 2-(trans)-phenylcyclopylamino-thiazol-4-one (38.0 mg, 0.16 mmol) (see Example 3), AcONa (160 mg, 1.95 mmol), and 6-formyl-[1,5]naphthyridine-3-carbonitrile (38.5 mg, 0.21 mmol) (see Example 11), in a sealed tube was added AcOH (0.3 mL). The reaction mixture was heated to 100° C. (oil bath) for 5 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-[4-oxo-2-(2-phenyl-cyclopropylamino)-4H-thiazol-5-ylidenemethyl]-[1,5]naphthyridine-3-carbonitrile as a yellowish solid (13.7 mg, 18.3%). HR-ES (+) m/e calcd for C22H15N5OS (M+H)+ 398.1070. found 398.1071.

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-891a2a24a8ba4ebbb77373ae20b30341
出典データセット
uspto-grants-2007_12
特許番号
US07304074B2

反応ノート

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