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Diisopropylethylamine → Ammonia

HRID 43403
ノート
印刷プレビュー

反応式

HRID 43403 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].[CH3:20][C:21]1[N:26]=[CH:25][C:24]([C:27](O)=[O:28])=[CH:23][CH:22]=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:27]([C:24]2[CH:25]=[N:26][C:21]([CH3:20])=[CH:22][CH:23]=2)=[O:28])[C@@H:15]([CH3:19])[CH2:14]1)(=[O:12])=[O:11])[C:5]#[N:6]
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 4

HCID 81531DiisopropylethylamineHCID 1378606-Methylnicotinic 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

生成物 2

HCID 222Ammonia
HCID 59161349
3-Methyl-4-({(3S)-3-methyl-4-[(6-methyl-3-pyridinyl)carbonyl]-1-piperazinyl}sulfonyl)benzonitrile

試薬・触媒・溶媒 3

HCID 887Methanol溶媒HCID 6228Dimethylformamide溶媒HCID 6344Dichloromethane溶媒

実験手順

To a solution of 3-methyl-4-{[(3S)-3-methyl-1-piperazinyl]sulfonyl}benzonitrile (Description 11) (75 mg, 0.268 mmol), 6-methyl-3-pyridinecarboxylic acid (40.5 mg, 0.295 mmol) and DIPEA (0.070 ml, 0.403 mmol) in dry DMF (3 ml) at room temperature under Ar was added HATU (122 mg, 0.322 mmol) and the resulting yellow solution stirred at room temperature for 1 h. Concentration in vacuo gave a yellow oil, that was purified by MDAP purification; concentration of the desired fractions gave a clear film (78.8 mg). Flash chromatography (silica; Flash 12S; linear gradient (1-8%) [2M NH3 in MeOH] in DCM) gave the title compound as a clear film (54.5 mg) that became a white solid on standing in vacuo (1 mbar) for 1 hour.

後処理

  1. concentrationConcentration in vacuo
  2. customgave a yellow oil, that
  3. customwas purified by MDAP purification
  4. customconcentration of the desired fractions gave a clear film (78.8 mg)

出典と根拠

ORDレコード
ord-136edae82d064d8f87bcad27fb7aff8f
出典データセット
uspto-grants-2013_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08536183B2

反応ノート

読み込み中…

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