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llms.txt · MCP 가이드개인정보처리방침 · 이용약관 · 지원v1.8.0
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Ammonium formate → (S)-1-[2-(4-hydroxyphenyl)ethyl]-2-methyl-7-(8-oxa-3-azabicyclo[3.2.1]oct-3-yl)-2-trifluoromethyl-2,3-dihydro-1H-imidazo[1,2-a]pyrimidin-5-one

HRID 633759
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HRID 633759 반응식
C([O-])=O.[NH4+].C([O:12][C:13]1[CH:18]=[CH:17][C:16]([CH2:19][CH2:20][N:21]2[C:25]3=[N:26][C:27]([N:31]4[CH2:37][CH:36]5[O:38][CH:33]([CH2:34][CH2:35]5)[CH2:32]4)=[CH:28][C:29](=[O:30])[N:24]3[CH2:23][C@@:22]2([CH3:43])[C:39]([F:42])([F:41])[F:40])=[CH:15][CH:14]=1)C1C=CC=CC=1>CO.[OH-].[Pd+2].[OH-]>[OH:12][C:13]1[CH:18]=[CH:17][C:16]([CH2:19][CH2:20][N:21]2[C:25]3=[N:26][C:27]([N:31]4[CH2:32][CH:33]5[O:38][CH:36]([CH2:35][CH2:34]5)[CH2:37]4)=[CH:28][C:29](=[O:30])[N:24]3[CH2:23][C@@:22]2([CH3:43])[C:39]([F:42])([F:41])[F:40])=[CH:15][CH:14]=1
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참가 물질

5

반응물 2

HCID 2723923Ammonium formateHCID 118194495(S)-1-[2-(4-benzyloxyphenyl)ethyl]-2-methyl-7-(8-oxa-3-azabicyclo[3.2.1]oct-3-yl)-2-trifluoromethyl-2,3-dihydro-1H-imidazo[1,2-a]pyrimidin-5-one

생성물 1

HCID 72709217(S)-1-[2-(4-hydroxyphenyl)ethyl]-2-methyl-7-(8-oxa-3-azabicyclo[3.2.1]oct-3-yl)-2-trifluoromethyl-2,3-dihydro-1H-imidazo[1,2-a]pyrimidin-5-one

시약·촉매·용매 2

HCID 9942167Palladium hydroxide촉매
HCID 887
Methanol
용매

실험 절차

700 mg (11.10 mmol) of ammonium formate and 156 mg (0.22 mmol) of 20% palladium hydroxide are added at 0° C. to a solution of 1.20 g (2.22 mmol) of (S)-1-[2-(4-benzyloxyphenyl)ethyl]-2-methyl-7-(8-oxa-3-azabicyclo[3.2.1]oct-3-yl)-2-trifluoromethyl-2,3-dihydro-1H-imidazo[1,2-a]pyrimidin-5-one in 15 mL of methanol. The mixture is refluxed for 1 hour and then allowed to cool to room temperature. The reaction medium is filtered through Celite and the filtrate is then evaporated to dryness. After purification by chromatography on silica gel (eluent A/B: DCM/MeOH, gradient A/B: t 0 min 0% B, t 25 min 10% B, t 30 min 10% B), 732 mg of (S)-1-[2-(4-hydroxyphenyl)ethyl]-2-methyl-7-(8-oxa-3-azabicyclo[3.2.1]oct-3-yl)-2-trifluoromethyl-2,3-dihydro-1H-imidazo[1,2-a]pyrimidin-5-one were obtained, corresponding to the following characteristics:

후처리

  1. temperatureThe mixture is refluxed for 1 hour
  2. filtrationThe reaction medium is filtered through Celite
  3. customthe filtrate is then evaporated to dryness
  4. customAfter purification by chromatography on silica gel (eluent A/B: DCM/MeOH, gradient A/B: t 0 min 0% B, t 25 min 10% B, t 30 min 10% B), 732 mg of (S)-1-[2-(4-hydroxyphenyl)ethyl]-2-methyl-7-(8-oxa-3-azabicyclo[3.2.1]oct-3-yl)-2-trifluoromethyl-2,3-dihydro-1H-imidazo[1,2-a]pyrimidin-5-one
  5. customwere obtained, corresponding to the following characteristics

출처 및 근거

ORD 기록
ord-c245a8dcb4434ed4967f845a31b1c463
출처 데이터셋
uspto-grants-2016_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09321790B2

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