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

HRID 1644665노트

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HRID 1644665 반응식
[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]

참가 물질

7

반응물 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

생성물 1

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

시약·촉매·용매 1

HCID 9811564Bis(dibenzylideneacetone)palladium촉매

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온도
150 °C

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-94b6ffa27ce34f719937bb102bc66de9
출처 데이터셋
uspto-grants-2012_02
특허 번호
US08124610B2

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