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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
ノート
印刷プレビュー

反応式

HRID 632813 の反応式
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
参加物実験手順後処理出典と根拠反応ノート

参加物

8

反応物 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

生成物 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
収率 64.2%

試薬・触媒・溶媒 3

HCID 962Water溶媒HCID 8471Triethylamine溶媒HCID 31374Dimethylacetamide溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-30f31b8fb76243a684ffc1d54cb20fe5
出典データセット
uspto-grants-2016_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09321757B2

反応ノート

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