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Diisopropylethylamine → 3-Chloro-5-({7-[(2E)-4-(dimethylamino)but-2-enoyl]-5,6,7,8-tetrahydropyrido[4',3':4,5]thieno[2,3-d]pyrimidin-4-yl}amino)phenol

HRID 38602
ノート
印刷プレビュー

反応式

HRID 38602 の反応式
Cl.[Cl:2][C:3]1[CH:4]=[C:5]([OH:23])[CH:6]=[C:7]([NH:9][C:10]2[C:11]3[C:18]4[CH2:19][CH2:20][NH:21][CH2:22][C:17]=4[S:16][C:12]=3[N:13]=[CH:14][N:15]=2)[CH:8]=1.Cl.[CH3:25][N:26]([CH3:33])[CH2:27]/[CH:28]=[CH:29]/[C:30](O)=[O:31].CCN(C(C)C)C(C)C.CN(C(ON1N=NC2C=CC=CC1=2)=[N+](C)C)C.[B-](F)(F)(F)F>CN(C=O)C.C1COCC1>[Cl:2][C:3]1[CH:4]=[C:5]([OH:23])[CH:6]=[C:7]([NH:9][C:10]2[C:11]3[C:18]4[CH2:19][CH2:20][N:21]([C:30](=[O:31])/[CH:29]=[CH:28]/[CH2:27][N:26]([CH3:33])[CH3:25])[CH2:22][C:17]=4[S:16][C:12]=3[N:13]=[CH:14][N:15]=2)[CH:8]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 4

HCID 81531DiisopropylethylamineHCID 2733207O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 45358758(2E)-4-(Dimethylamino)-2-butenoic acid hydrochlorideHCID 668500883-Chloro-5-(5,6,7,8-tetrahydropyrido[4',3':4,5]thieno[2,3-d]pyrimidin-4-ylamino)phenol hydrochloride

生成物 1

HCID 25221095
3-Chloro-5-({7-[(2E)-4-(dimethylamino)but-2-enoyl]-5,6,7,8-tetrahydropyrido[4',3':4,5]thieno[2,3-d]pyrimidin-4-yl}amino)phenol

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

A solution of 3-chloro-5-(5,6,7,8-tetrahydropyrido[4′,3′:4,5]thieno[2,3-d]pyrimidin-4-ylamino)phenol hydrochloride from Example 65A (150 mg, 0.41 mmol) and (2E)-4-(dimethylamino)but-2-enoic acid hydrochloride from Example 1A (94 mg, 0.57 mmol) in a mixture of DMF (2 mL) and THF (4 mL) was treated with DIPEA (263 mg, 2.03 mmol) and TBTU (197 mg, 0.61 mmol). The mixture was stirred at rt overnight and then directly purified by preparative HPLC. The product was triturated with tert-butyl methyl ether and collected by suction filtration to yield 52 mg (29%) as tan crystals.

後処理

  1. customdirectly purified by preparative HPLC
  2. customThe product was triturated with tert-butyl methyl ether
  3. filtrationcollected by suction filtration
  4. customto yield 52 mg (29%) as tan crystals

出典と根拠

ORDレコード
ord-21a6aa94de7b4143a81a33361377c006
出典データセット
uspto-grants-2013_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08524722B2

反応ノート

読み込み中…

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