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Triethylamine → HCID 59152110, 화합물

HRID 418304
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HRID 418304 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].[F:20][C:21]1[CH:22]=[N:23][C:24]2[N:25]([N:27]=[CH:28][C:29]=2[C:30]([O-])=[O:31])[CH:26]=1.[Li+].C1C=CC2N(O)N=NC=2C=1.CCN(CC)CC.CN(C(ON1N=NC2C=CC=CC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F>CN(C=O)C.CCOC(C)=O>[CH3:5][CH2:4][CH2:3][CH:2]([CH3:9])[CH3:1].[F:20][C:21]1[CH:22]=[N:23][C:24]2[N:25]([N:27]=[CH:28][C:29]=2[C:30]([N:16]2[CH2:17][CH2:18][N:13]([S:10]([C:9]3[CH:8]=[CH:7][C:4]([C:5]#[N:6])=[CH:3][C:2]=3[CH3:1])(=[O:12])=[O:11])[CH2:14][C@@H:15]2[CH3:19])=[O:31])[CH:26]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

9

반응물 5

HCID 8471TriethylamineHCID 757711-HydroxybenzotriazoleHCID 2733084Methanaminium, N-((1H-benzotriazol-1-yloxy)(dimethylamino)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 591520673-Methyl-4-{[(3S)-3-methyl-1-piperazinyl]sulfonyl}benzonitrileHCID 66649478Lithium 6-fluoropyrazolo[1,5-a]pyrimidine-3-carboxylate

생성물 2

HCID 7892
2-Methylpentane
HCID 59152110HCID 59152110, 화합물수율 81.4%

시약·촉매·용매 2

HCID 6228Dimethylformamide용매HCID 8857Ethyl Acetate용매

실험 절차

To a solution of 3-methyl-4-{[(3S)-3-methyl-1-piperazinyl]sulfonyl}benzonitrile (may be prepared as described in Description 9) (100 mg, 0.317 mmol), lithium 6-fluoropyrazolo[1,5-a]pyrimidine-3-carboxylate (may be prepared as described in Description 16) (65.5 mg, 0.348 mmol), HOBT (58.2 mg, 0.380 mmol) and Et3N (0.110 ml, 0.792 mmol) in dry DMF (50 ml) at rt under Ar was added HBTU (144 mg, 0.380 mmol) and the resulting dark brown solution stirred at rt for 16 h. The mixture was concentrated under vacuum to leave a black oil. Purification by MDAP and concentration of the desired fractions gave a yellow film (109 mg). Flash chromatography (silica; Flash 12M; 3:1, EtOAc:isohexane) gave the title compound as a white foam (57.1 mg), that became a white solid on trituration with ether.

후처리

  1. concentrationThe mixture was concentrated under vacuum
  2. customto leave a black oil
  3. customPurification by MDAP and concentration of the desired fractions
  4. customgave a yellow film (109 mg)

출처 및 근거

ORD 기록
ord-3de6a90e580f4f1a951d0f07c50a0d77
출처 데이터셋
uspto-grants-2012_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08093249B2

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