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Triethylamine → HCID 59152110、化合物

HRID 418304
ノート
印刷プレビュー

反応式

HRID 418304 の反応式
[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
参加物実験手順後処理出典と根拠反応ノート

参加物

9

反応物 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

生成物 2

HCID 7892
2-Methylpentane
HCID 59152110HCID 59152110、化合物収率 81.4%

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒HCID 8857Ethyl Acetate溶媒

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-3de6a90e580f4f1a951d0f07c50a0d77
出典データセット
uspto-grants-2012_01
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08093249B2

反応ノート

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