Ammonium Hydroxide → 1-propyl-5-(tetrahydro-2H-pyran-4-ylmethyl)-1H-pyrazole-3-carboxamide

HRID 549238노트

반응식

HRID 549238 반응식
Cl.C[N:3](C)CCCN=C=NCC.[CH2:13]([N:16]1[C:20]([CH2:21][CH:22]2[CH2:27][CH2:26][O:25][CH2:24][CH2:23]2)=[CH:19][C:18]([C:28]([OH:30])=O)=[N:17]1)[CH2:14][CH3:15].ON1C2C=CC=CC=2N=N1.[OH-].[NH4+]>CN(C)C=O.O>[CH2:13]([N:16]1[C:20]([CH2:21][CH:22]2[CH2:27][CH2:26][O:25][CH2:24][CH2:23]2)=[CH:19][C:18]([C:28]([NH2:3])=[O:30])=[N:17]1)[CH2:14][CH3:15]

참가 물질

7

반응물 4

HCID 14923Ammonium HydroxideHCID 757711-HydroxybenzotriazoleHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 671577251-propyl-5-(tetrahydro-2H-pyran-4-ylmethyl)-1H-pyrazole-3-carboxylic acid

생성물 1

HCID 671577891-propyl-5-(tetrahydro-2H-pyran-4-ylmethyl)-1H-pyrazole-3-carboxamide수율 83.5%

시약·촉매·용매 2

HCID 962Water용매HCID 6228Dimethylformamide용매

실험 절차

1-(3-Dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (4.06 g, 21.2 mmol) was added to a solution of 1-propyl-5-(tetrahydro-2H-pyran-4-ylmethyl)-1H-pyrazole-3-carboxylic acid (4.88 g, 19.3 mmol) and 1-hydroxybenzotriazole (2.87 g, 21.2 mmol) in N,N-dimethylformamide (DMF) (24.4 mL) at room temperature. The mixture was stirred for two hours, cooled in an ice bath, and treated with concentrated ammonium hydroxide (3.9 mL). A precipitate formed, and the mixture was stirred 30 minutes at 0° C. Water (100 mL) was added, and the mixture was stirred for an additional ten minutes. The precipitate was isolated by filtration, washed with water, and dried on the vacuum filter funnel to provide 4.05 g of 1-propyl-5-(tetrahydro-2H-pyran-4-ylmethyl)-1H-pyrazole-3-carboxamide as white crystals.

후처리

  1. temperaturecooled in an ice bath
  2. customA precipitate formed
  3. stirringthe mixture was stirred 30 minutes at 0° C
  4. stirringthe mixture was stirred for an additional ten minutes
  5. customThe precipitate was isolated by filtration
  6. washwashed with water
  7. customdried on the vacuum
  8. filtrationfilter funnel

출처 및 근거

ORD 기록
ord-6d08184d45bb454bab2f08f5333c89bf
출처 데이터셋
uspto-grants-2011_05
특허 번호
US07943636B2

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