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llms.txt · MCP 가이드개인정보처리방침 · 이용약관 · 지원v1.8.0
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1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride → tert-butyl (4-(4-((1-methyl-3-(2-oxoimidazolidin-1-yl)-1H-pyrazol-4-yl)carbamoyl)-1,3-oxazol-2-yl)pyridin-2-yl)(2,2,2-trifluoroethyl)carbamate

HRID 632813
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HRID 632813 반응식
Cl.[NH2:2][C:3]1[C:4]([N:9]2[CH2:13][CH2:12]C(C)(C)[C:10]2=[O:16])=[N:5][N:6]([CH3:8])[CH:7]=1.[C:17]([O:21][C:22]([N:24]([CH2:39][C:40]([F:43])([F:42])[F:41])[C:25]1[CH:30]=[C:29]([C:31]2[O:32][CH:33]=[C:34]([C:36](O)=[O:37])[N:35]=2)[CH:28]=[CH:27][N:26]=1)=[O:23])([CH3:20])([CH3:19])[CH3:18].Cl.C[N:46](C)CCCN=C=NCC.O.ON1C2C=CC=CC=2N=N1>CC(N(C)C)=O.O.C(N(CC)CC)C>[CH3:8][N:6]1[CH:7]=[C:3]([NH:2][C:36]([C:34]2[N:35]=[C:31]([C:29]3[CH:28]=[CH:27][N:26]=[C:25]([N:24]([CH2:39][C:40]([F:43])([F:42])[F:41])[C:22](=[O:23])[O:21][C:17]([CH3:20])([CH3:19])[CH3:18])[CH:30]=3)[O:32][CH:33]=2)=[O:37])[C:4]([N:9]2[CH2:13][CH2:12][NH:46][C:10]2=[O:16])=[N:5]1
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참가 물질

8

반응물 4

HCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 27960291-Hydroxybenzotriazole hydrateHCID 1180609051-(4-amino-1-methyl-1H-pyrazol-3-yl)-3,3-dimethylpyrrolidin-2-one hydrochlorideHCID 1180609712-(2-((Tert-butoxycarbonyl)(2,2,2-trifluoroethyl)amino)pyridin-4-yl)oxazole-4-carboxylic acid

생성물 1

HCID 131735465
tert-butyl (4-(4-((1-methyl-3-(2-oxoimidazolidin-1-yl)-1H-pyrazol-4-yl)carbamoyl)-1,3-oxazol-2-yl)pyridin-2-yl)(2,2,2-trifluoroethyl)carbamate
수율 64.2%

시약·촉매·용매 3

HCID 962Water용매HCID 8471Triethylamine용매HCID 31374Dimethylacetamide용매

실험 절차

To a solution of 1-(4-amino-1-methyl-1H-pyrazol-3-yl)-3,3-dimethylpyrrolidin-2-one hydrochloride (3.09 g), 2-(2-((tert-butoxycarbonyl)(2,2,2-trifluoroethyl)amino)pyridin-4-yl)-1,3-oxazole-4-carboxylic acid (5.50 g), N-(3-(dimethylamino)propyl)-N′-ethylcarbodiimide hydrochloride (3.27 g) and 1-hydroxybenzotriazole hydrate (2.39 g) in DMA (40 mL) was added triethylamine (3.96 mL), and the mixture was stirred at room temperature for 1 hr, and then at 50° C. for 3 hr. The reaction mixture was ice-cooled, and water was added thereto. The precipitate was collected by filtration, and washed successively with DMA/water (1/2), water and diisopropyl ether. The obtained solid was suspended in ethanol, and the suspension was stirred at room temperature for 15 min, and the solid was collected by filtration, and washed with ethanol to give the title compound (4.46 g).

후처리

  1. waitat 50° C. for 3 hr
  2. temperaturecooled
  3. filtrationThe precipitate was collected by filtration
  4. washwashed successively with DMA/water (1/2), water and diisopropyl ether
  5. stirringthe suspension was stirred at room temperature for 15 min
  6. filtrationthe solid was collected by filtration
  7. washwashed with ethanol

출처 및 근거

ORD 기록
ord-30f31b8fb76243a684ffc1d54cb20fe5
출처 데이터셋
uspto-grants-2016_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09321757B2

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