HCID 178418247, 화합물 → HCID 178510291, 화합물

HRID 968727노트

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HRID 968727 반응식
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

참가 물질

5

반응물 3

HCID 178418247HCID 178418247, 화합물HCID 178458707HCID 178458707, 화합물HCID 178510297HCID 178510297, 화합물

생성물 1

HCID 178510291HCID 178510291, 화합물수율 21.5%

시약·촉매·용매 1

HCID 176Acetic Acid용매

반응 조건

온도
100 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-891a2a24a8ba4ebbb77373ae20b30341
출처 데이터셋
uspto-grants-2007_12
특허 번호
US07304074B2

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