Ammonium Hydroxide → 4-Amino-2-[1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridin-3-yl]pyrimidine-5-carboxamide

HRID 510073노트

반응식

HRID 510073 반응식
[NH2:1][C:2]1[C:7]([C:8]([OH:10])=O)=[CH:6][N:5]=[C:4]([C:11]2[C:19]3[C:14](=[N:15][CH:16]=[CH:17][CH:18]=3)[N:13]([CH2:20][C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=3[F:27])[N:12]=2)[N:3]=1.O[N:29]1C2C=CC=CC=2N=N1.Cl.CN(C)CCCN=C=NCC.[OH-].[NH4+]>CN(C=O)C.C(#N)C.O>[NH2:1][C:2]1[C:7]([C:8]([NH2:29])=[O:10])=[CH:6][N:5]=[C:4]([C:11]2[C:19]3[C:14](=[N:15][CH:16]=[CH:17][CH:18]=3)[N:13]([CH2:20][C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=3[F:27])[N:12]=2)[N:3]=1

참가 물질

7

반응물 4

HCID 14923Ammonium HydroxideHCID 757711-HydroxybenzotriazoleHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 66614346HCID 66614346, 화합물

생성물 1

HCID 98853504-Amino-2-[1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridin-3-yl]pyrimidine-5-carboxamide

시약·촉매·용매 2

HCID 6228Dimethylformamide용매HCID 18373917Acetonitrile--water (1/1)용매

실험 절차

300 mg (0.82 mmol) of 4-amino-2-[1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridin-3-yl]pyrimidine-5-carboxylic acid (example 102A) and 139 mg (0.91 mmol) of 1-hydroxyl-1H-benzotriazole were dissolved in 2.2 ml of DMF, and 174 mg (0.91 mmol) of 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride were added. While cooling with ice, 140 ml (0.99 mmol) of ammonium hydroxide (28%) were added, and the mixture was reacted at room temperature overnight. 4 ml of acetonitrile/water (1/1) were added and the precipitate formed was filtered off. After drying under high vacuum, 145 mg (48% of theory) of the target compound were obtained.

후처리

  1. additionwere added
  2. customthe mixture was reacted at room temperature overnight
  3. customthe precipitate formed
  4. filtrationwas filtered off
  5. customAfter drying under high vacuum, 145 mg (48% of theory) of the target compound
  6. customwere obtained

출처 및 근거

ORD 기록
ord-ce41818563704610b85b1938467ca82f
출처 데이터셋
uspto-grants-2015_08
특허 번호
US09096592B2

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