1,4-Dioxane → 5-(4-tert-butylthiazol-2-ylamino)-N-(2,4-dimethoxybenzyl)-N-(thiazol-2-yl)pyridine-2-sulfonamide

HRID 1644665ノート

反応式

HRID 1644665 の反応式
[CH3:1][O:2][C:3]1[CH:25]=[C:24]([O:26][CH3:27])[CH:23]=[CH:22][C:4]=1[CH2:5][N:6]([C:17]1[S:18][CH:19]=[CH:20][N:21]=1)[S:7]([C:10]1[CH:15]=[CH:14][C:13](I)=[CH:12][N:11]=1)(=[O:9])=[O:8].CC(C)([O-])C.[Na+].[CH3:34][C:35]1([CH3:75])[C:48]2C=CC=C(P(C3C=CC=CC=3)C3C=CC=CC=3)[C:43]=2OC2[C:36]1=CC=CC=2P(C1C=CC=CC=1)C1C=CC=CC=1.[NH2:76][C:77]1[S:78]C=C(C2C=CC(Cl)=CC=2)[N:81]=1.O1CCOCC1>C1C=CC(/C=C/C(/C=C/C2C=CC=CC=2)=O)=CC=1.C1C=CC(/C=C/C(/C=C/C2C=CC=CC=2)=O)=CC=1.C1C=CC(/C=C/C(/C=C/C2C=CC=CC=2)=O)=CC=1.[Pd].[Pd]>[C:35]([C:48]1[N:76]=[C:77]([NH:81][C:13]2[CH:14]=[CH:15][C:10]([S:7]([N:6]([CH2:5][C:4]3[CH:22]=[CH:23][C:24]([O:26][CH3:27])=[CH:25][C:3]=3[O:2][CH3:1])[C:17]3[S:18][CH:19]=[CH:20][N:21]=3)(=[O:9])=[O:8])=[N:11][CH:12]=2)[S:78][CH:43]=1)([CH3:75])([CH3:36])[CH3:34]

参加物

7

反応物 5

HCID 312751,4-DioxaneHCID 732412-Amino-4-(4-chlorophenyl)thiazoleHCID 6360441,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine)HCID 23676156Sodium t-butoxideHCID 57551263N-(2,4-dimethoxybenzyl)-5-iodo-N-(thiazol-2-yl)pyridine-2-sulfonamide

生成物 1

HCID 575512625-(4-tert-butylthiazol-2-ylamino)-N-(2,4-dimethoxybenzyl)-N-(thiazol-2-yl)pyridine-2-sulfonamide

試薬・触媒・溶媒 1

HCID 9811564Bis(dibenzylideneacetone)palladium触媒

反応条件

温度
150 °C

実験手順

Into a Vial was added the 5-Iodo-pyridine-2-sulfonic acid (2,4-dimethoxy-benzyl)-thiazol-2-yl-amide (80 mg, 0.0001 mol), Sodium tert-butoxide (43 mg, 0.00044 mol), 9,9-DIMETHYL-4,5-BIS(DIPHENYLPHOSPHINO)XANTHENE (1.0E1 mg, 0.000018 mol), Tris(dibenzylideneacetone)dipalladium(0) (5.4 mg, 0.0000059 mol), 2-AMINO-4-(4-CHLOROPHENYL)THIAZOLE and the de-gassed anhydrous 1,4-Dioxane (2.0 mL, 0.026 mol). The reaction mixture was heated at 150° C. for 1 h in microwave. The reaction mixture was filtered through Celite and the filtrate was concentrated to give the crude product that was purified on ISCO twice (10% to 100% E/H) to give the product as a light brown solid.

後処理

  1. filtrationThe reaction mixture was filtered through Celite
  2. concentrationthe filtrate was concentrated
  3. customto give the crude product that
  4. customwas purified on ISCO twice (10% to 100% E/H)

出典と根拠

ORDレコード
ord-94b6ffa27ce34f719937bb102bc66de9
出典データセット
uspto-grants-2012_02
特許番号
US08124610B2

反応ノート

読み込み中…