Sodium Hydroxide → 7-Methoxy-4-(tetrahydro-pyran-4-yl)thiazolo[5,4-c]pyridin-2-ylamine

HRID 917476

반응식

HRID 917476 반응식
[CH3:1][O:2][C:3]1[C:4]2[N:17]=[C:16]([NH:18]C(=O)C3C=CC=CC=3)[S:15][C:5]=2[C:6]([CH:9]2[CH2:14][CH2:13][O:12][CH2:11][CH2:10]2)=[N:7][CH:8]=1.[OH-].[Na+]>CO>[CH3:1][O:2][C:3]1[C:4]2[N:17]=[C:16]([NH2:18])[S:15][C:5]=2[C:6]([CH:9]2[CH2:10][CH2:11][O:12][CH2:13][CH2:14]2)=[N:7][CH:8]=1

참가 물질

4

반응물 2

HCID 14798Sodium HydroxideHCID 11537949N-[7-methoxy-4-(tetrahydro-pyran-4-yl)-thiazolo[5,4-c]pyridin-2-yl]-benzamide

생성물 1

HCID 860384927-Methoxy-4-(tetrahydro-pyran-4-yl)thiazolo[5,4-c]pyridin-2-ylamine수율 77.2%

시약·촉매·용매 1

HCID 887Methanol용매

반응 조건

온도
130 °C

실험 절차

To a stirred suspension of 314 mg (0.85 mmol) N-[7-methoxy-4-(tetrahydro-pyran-4-yl)-thiazolo[5,4-c]pyridin-2-yl]-benzamide in 2.5 ml methanol was added 0.85 ml 5 N aq. sodium hydroxide solution and the resulting solution was then heated at 130° C. for 12 min in a microwave oven. The reaction mixture was then cooled to room temperature and partitioned between tetrahydrofuran and 1 N aq. sodium hydroxide solution. The phases were separated and the organic phase was dried over sodium sulfate and concentrated in vacuo. Flash chromatography (methanol/dichloromethane) afforded 174 mg (77%) 7-methoxy-4-(tetrahydro-pyran-4-yl)-thiazolo[5,4-c]pyridin-2-ylamine as a light yellow crystalline solid. ES-MS m/e (%): 266 (M+H+, 100).

후처리

  1. temperatureThe reaction mixture was then cooled to room temperature
  2. custompartitioned between tetrahydrofuran and 1 N aq. sodium hydroxide solution
  3. customThe phases were separated
  4. dry with materialthe organic phase was dried over sodium sulfate
  5. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-2987292ba131407cb468107536d0b4ec
출처 데이터셋
uspto-grants-2007_09
특허 번호
US07273865B2

연결된 노트

불러오는 중…