Hydrochloric Acid → 4-(4-Amino-3-iodo-1h-pyrazolo[3,4-d]pyrimidin-1-yl)cyclohexanone

HRID 432160노트

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HRID 432160 반응식
O1[C:5]2([CH2:10][CH2:9][CH:8]([N:11]3[C:15]4=[N:16][CH:17]=[N:18][C:19]([NH2:20])=[C:14]4[C:13]([I:21])=[N:12]3)[CH2:7][CH2:6]2)[O:4]CC1.Cl>CC(C)=O>[NH2:20][C:19]1[N:18]=[CH:17][N:16]=[C:15]2[N:11]([CH:8]3[CH2:7][CH2:6][C:5](=[O:4])[CH2:10][CH2:9]3)[N:12]=[C:13]([I:21])[C:14]=12

참가 물질

4

반응물 2

HCID 313Hydrochloric AcidHCID 223470211-(1,4-dioxaspiro[4.5]dec-8-yl)-3-iodo-1H-pyrazolo[3,4-d]pyrimidin-4-ylamine2회

생성물 1

HCID 223467294-(4-Amino-3-iodo-1h-pyrazolo[3,4-d]pyrimidin-1-yl)cyclohexanone수율 100.3%

시약·촉매·용매 1

HCID 180Acetone용매

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온도
0 °C

실험 절차

1-(1,4-dioxaspiro[4.5]dec-8-yl)-3-iodo-1H-pyrazolo[3,4-d]pyrimidin-4-ylamine (intermediate N) (13.12 g, 32.7 mmol) was suspended in acetone (240 mL) and the mixture was cooled to 0° C. Added aqueous 5 N HCl (200 mL) dropwise, keeping the temperature less than 4° C. during the addition. After the addition was complete the mixture was allowed to come to ambient temperature and stirred for 18 hours. The remaining solid was removed by filtration, and the filtrate was neutralized with saturated aqueous sodium bicarbonate. The precipitate was collected by filtration and washed with water and dried in vacuo to give 4-(4-amino-3-iodo-1H-pyrazolo[3,4-d]pyrimidin-1-yl)-1-cyclohexanone (8.20 g, 32.8 mmol): 1H NMR (DMSO-d6, 400 MHz) 8.23 (s, 1H), 5.18 (m, 1H), 2.64-2.73 (m, 2H), 2.26-2.37 (m, 4H), 2.17-2.30 (m, 2H).

후처리

  1. customthe temperature less than 4° C.
  2. additionduring the addition
  3. additionAfter the addition
  4. customto come to ambient temperature
  5. customThe remaining solid was removed by filtration
  6. filtrationThe precipitate was collected by filtration
  7. washwashed with water
  8. customdried in vacuo

출처 및 근거

ORD 기록
ord-3ec9951784bf4d07abdd72b52befd33e
출처 데이터셋
uspto-grants-2003_12
특허 번호
US06660744B1

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