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Triethylamine → 4-[4-amino-4-(4-chlorobenzyl)-piperidin-1-yl]-1H-pyrazolo[3,4-b]pyridine-5-carboxylic acid ethyl ester

HRID 1470291
ノート
印刷プレビュー

反応式

HRID 1470291 の反応式
[CH2:1]([O:3][C:4]([C:6]1[C:7](Cl)=[C:8]2[CH:14]=C[NH:12][C:9]2=[N:10][CH:11]=1)=[O:5])[CH3:2].Cl.[Cl:17][C:18]1[CH:31]=[CH:30][C:21]([CH2:22][C:23]2([NH2:29])[CH2:28][CH2:27][NH:26][CH2:25][CH2:24]2)=[CH:20][CH:19]=1.C([N:34](CC)CC)C>C(O)CCC.C(OCC)(=O)C>[CH2:1]([O:3][C:4]([C:6]1[C:7]([N:26]2[CH2:25][CH2:24][C:23]([NH2:29])([CH2:22][C:21]3[CH:20]=[CH:19][C:18]([Cl:17])=[CH:31][CH:30]=3)[CH2:28][CH2:27]2)=[C:8]2[CH:14]=[N:34][NH:12][C:9]2=[N:10][CH:11]=1)=[O:5])[CH3:2]
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 3

HCID 8471TriethylamineHCID 53438275Ethyl 4-chloro-1H-pyrrolo[2,3-b]pyridine-5-carboxylateHCID 668730314-(4-Chlorobenzyl)-piperidin-4-ylamine hydrochloride

生成物 1

HCID 578991924-[4-amino-4-(4-chlorobenzyl)-piperidin-1-yl]-1H-pyrazolo[3,4-b]pyridine-5-carboxylic acid ethyl ester収率 87%

試薬・触媒・溶媒 2

HCID 2631-Butanol
溶媒
HCID 8857Ethyl Acetate溶媒

実験手順

A mixture of 4-chloro-1H-pyrrolo[2,3-b]pyridine-5-carboxylic acid ethyl ester (EXAMPLE 68A) (50 mg, 0.22 mmol), 4-(4-chlorobenzyl)-piperidin-4-ylamine hydrochloride (65 mg, 0.22 mmol) and triethylamine (150μ) in n-butanol (1.5 mL) was irradiated in a microwave reactor (200 W) for 1 hr at 100° C. After cooling, the solvent was evaporated. The solids obtained were dissolved in ethyl acetate, the organic layer was washed with aqueous sodium hydrogen carbonate, brine and then dried (Na2SO4). Evaporation of the organic solution gave 4-[4-amino-4-(4-chlorobenzyl)-piperidin-1-yl]-1H-pyrazolo[3,4-b]pyridine-5-carboxylic acid ethyl ester as an off-white solid (80 mg, 87%). LC-MS (LCT2) m/z 415 [M+H+], Rt 3.99 min.

後処理

  1. customwas irradiated in a microwave reactor (200 W) for 1 hr at 100° C
  2. temperatureAfter cooling
  3. customthe solvent was evaporated
  4. customThe solids obtained
  5. washthe organic layer was washed with aqueous sodium hydrogen carbonate, brine
  6. dry with materialdried (Na2SO4)
  7. customEvaporation of the organic solution

出典と根拠

ORDレコード
ord-a355fd208ba64563885586b1fd6678a6
出典データセット
uspto-grants-2015_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09006430B2

反応ノート

読み込み中…

このページの内容参加物実験手順後処理出典と根拠反応ノート