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p-Toluenesulfonic acid monohydrate → (S)-4-(1-(5-Fluoropyridin-2-yl)ethylamino)-2-(2-methoxypyridin-3-ylamino) pyrimidine-5-carboxamide

HRID 573980
ノート
印刷プレビュー

反応式

HRID 573980 の反応式
N1(O[C:11]2[N:16]=[C:15]([NH:17][C@H:18]([C:20]3[CH:25]=[CH:24][C:23]([F:26])=[CH:22][N:21]=3)[CH3:19])[C:14]([C:27]([NH2:29])=[O:28])=[CH:13][N:12]=2)C2C=CC=CC=2N=N1.[CH3:30][O:31][C:32]1[C:37]([NH2:38])=[CH:36][CH:35]=[CH:34][N:33]=1.O.C1(C)C=CC(S(O)(=O)=O)=CC=1>O1CCOCC1>[F:26][C:23]1[CH:24]=[CH:25][C:20]([C@@H:18]([NH:17][C:15]2[C:14]([C:27]([NH2:29])=[O:28])=[CH:13][N:12]=[C:11]([NH:38][C:37]3[C:32]([O:31][CH3:30])=[N:33][CH:34]=[CH:35][CH:36]=3)[N:16]=2)[CH3:19])=[N:21][CH:22]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 521998p-Toluenesulfonic acid monohydrateHCID 27374883-Amino-2-methoxypyridineHCID 71245139(S)-2-(1H-Benzo[d][1,2,3]triazol-1-yloxy)-4-(1-(5-fluoropyridin-2-yl)ethylamino) pyrimidine-5-carboxamide

生成物 1

HCID 71245033(S)-4-(1-(5-Fluoropyridin-2-yl)ethylamino)-2-(2-methoxypyridin-3-ylamino) pyrimidine-5-carboxamide収率 72%

試薬・触媒・溶媒 1

HCID 31275
1,4-Dioxane
溶媒

実験手順

A solution of (S)-2-(1H-benzo[d][1,2,3]triazol-1-yloxy)-4-(1-(5-fluoropyridin-2-yl) ethyl amino)pyrimidine-5-carboxamide (Preparation 5c, 30 mg, 0.08 mmol), 2-methoxy pyridin-3-amine (14 mg, 0.11 mmol) and p-toluenesulfonic acid hydrate (15 mg, 0.08 mmol) in 1,4-dioxane (3 mL) was heated at 120° C. for 4 hours. The solvent was evaporated under reduced pressure and the resulting residue was purified by reverse phase chromatography (C-18 silica from Waters©, water/acetonitrile/methanol as eluents [0.1% v/v formic acid buffered] 0% to 100%) to give the title compound (21 mg, 72%) as a solid.

後処理

  1. customThe solvent was evaporated under reduced pressure
  2. customthe resulting residue was purified by reverse phase chromatography (C-18 silica from Waters©, water/acetonitrile/methanol as eluents [0.1% v/v formic acid

出典と根拠

ORDレコード
ord-78ec022b4bfc4646a156e0fc82ef8522
出典データセット
uspto-grants-2015_05
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09034311B2

反応ノート

読み込み中…

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