Diisopropylethylamine → {4-Benzylamino-5-[(1,5-dimethyl-6-oxo-1,6-dihydro-pyridine-3-carbonyl)-amino]-pyridin-2-yl}-carbamic acid tert-butyl ester

HRID 930528ノート

反応式

HRID 930528 の反応式
[CH3:1][N:2]1[C:7](=[O:8])[C:6]([CH3:9])=[CH:5][C:4]([C:10]([OH:12])=O)=[CH:3]1.[C:13]([O:17][C:18](=[O:35])[NH:19][C:20]1[CH:25]=[C:24]([NH:26][CH2:27][C:28]2[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=2)[C:23]([NH2:34])=[CH:22][N:21]=1)([CH3:16])([CH3:15])[CH3:14].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>C1COCC1.O>[C:13]([O:17][C:18](=[O:35])[NH:19][C:20]1[CH:25]=[C:24]([NH:26][CH2:27][C:28]2[CH:29]=[CH:30][CH:31]=[CH:32][CH:33]=2)[C:23]([NH:34][C:10]([C:4]2[CH:5]=[C:6]([CH3:9])[C:7](=[O:8])[N:2]([CH3:1])[CH:3]=2)=[O:12])=[CH:22][N:21]=1)([CH3:16])([CH3:14])[CH3:15]

参加物

7

反応物 4

HCID 81531DiisopropylethylamineHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 218859251,5-Dimethyl-6-oxo-1,6-dihydropyridine-3-carboxylic acidHCID 117892047(5-Amino-4-benzylamino-pyridin-2-yl)-carbamic acid tert-butyl ester

生成物 1

HCID 117894049{4-Benzylamino-5-[(1,5-dimethyl-6-oxo-1,6-dihydro-pyridine-3-carbonyl)-amino]-pyridin-2-yl}-carbamic acid tert-butyl ester

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 8028Tetrahydrofuran溶媒

反応条件

温度
0 °C

実験手順

1,5-Dimethyl-6-oxo-1,6-dihydro-pyridine-3-carboxylic acid D1 (3.589 g; 21.47 mmol) and (5-amino-4-benzylamino-pyridin-2-yl)-carbamic acid tert-butyl ester E-2.11 (4.500 g; 14.31 mmol) are dissolved in THF and and cooled to 0° C. DIPEA (5.539 g; 42.94 mmol) and HATU (10.878 g; 28.63 mmol) are added. The mixture is stirred at room temperature for 1 hr. Water is then added to the reaction mixture, precipitation of the product occurs. The precipitate is filtered off and dried under vacuum. The residue is used in the next step without further purification.

後処理

  1. filtrationThe precipitate is filtered off
  2. customdried under vacuum
  3. customThe residue is used in the next step without further purification

出典と根拠

ORDレコード
ord-a40b237256994f9bad165c2c2014f0b4
出典データセット
uspto-grants-2016_03
特許番号
US09296748B2

反応ノート

読み込み中…