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Diisopropylethylamine → Ammonia

HRID 418299
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HRID 418299 반응식
[CH3:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][C:9]=1[S:10]([N:13]1[CH2:18][CH2:17][NH:16][C@@H:15]([CH3:19])[CH2:14]1)(=[O:12])=[O:11])[C:5]#[N:6].[N:20]1[N:24]2[CH:25]=[CH:26][CH:27]=[N:28][C:23]2=[C:22]([C:29](O)=[O:30])[CH:21]=1.CCN(C(C)C)C(C)C.CN(C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F>CN(C=O)C.CO.C(Cl)Cl>[NH3:6].[CH3:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][C:9]=1[S:10]([N:13]1[CH2:18][CH2:17][N:16]([C:29]([C:22]2[CH:21]=[N:20][N:24]3[CH:25]=[CH:26][CH:27]=[N:28][C:23]=23)=[O:30])[C@@H:15]([CH3:19])[CH2:14]1)(=[O:12])=[O:11])[C:5]#[N:6]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

9

반응물 4

HCID 81531DiisopropylethylamineHCID 1910189Pyrazolo[1,5-a]pyrimidine-3-carboxylic acidHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 591520673-Methyl-4-{[(3S)-3-methyl-1-piperazinyl]sulfonyl}benzonitrile

생성물 2

HCID 222Ammonia
HCID 59152092
HCID 59152092, 화합물

시약·촉매·용매 3

HCID 887Methanol용매HCID 6228Dimethylformamide용매HCID 6344Dichloromethane용매

실험 절차

To a solution of 3-methyl-4-{[(3S)-3-methyl-1-piperazinyl]sulfonyl}benzonitrile (may be prepared as described in Description 9) (75 mg, 0.268 mmol), pyrazolo[1,5-a]pyrimidine-3-carboxylic acid (48.2 mg, 0.295 mmol) and DIPEA (0.070 ml, 0.403 mmol) in dry DMF (3 ml) at rt under argon was added HATU (122 mg, 0.322 mmol) and the resulting yellow solution stirred at rt for 1 hour. Concentration in vacuo gave a yellow oil, that was purified by MDAP; concentration of the desired fractions gave a clear film (80.2 mg). Flash chromatography (silica; Flash 12S; linear gradient (1-8%) [2M NH3 in MeOH] in DCM) gave the title compound as a clear film (44.9 mg), that became a white solid on standing in vacuo (1 mbar) for 1 h.

후처리

  1. concentrationConcentration in vacuo
  2. customgave a yellow oil, that
  3. customwas purified by MDAP
  4. customconcentration of the desired fractions gave a clear film (80.2 mg)

출처 및 근거

ORD 기록
ord-3fb47c3eb07a420e9b28416c87579ac5
출처 데이터셋
uspto-grants-2012_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08093249B2

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