Dichloromethane → 5-(4-tert-butylthiazol-2-ylamino)-N-(thiazol-2-yl)pyridine-2-sulfonamide

HRID 1644666ノート

反応式

HRID 1644666 の反応式
FC(F)(F)C(O)=O.COC1C=C(OC)C=CC=1C[N:13]([C:33]1[S:34][CH:35]=[CH:36][N:37]=1)[S:14]([C:17]1[CH:22]=[CH:21][C:20]([NH:23][C:24]2[S:25][CH:26]=[C:27]([C:29]([CH3:32])([CH3:31])[CH3:30])[N:28]=2)=[CH:19][N:18]=1)(=[O:16])=[O:15].C(Cl)Cl>>[C:29]([C:27]1[N:28]=[C:24]([NH:23][C:20]2[CH:21]=[CH:22][C:17]([S:14]([NH:13][C:33]3[S:34][CH:35]=[CH:36][N:37]=3)(=[O:16])=[O:15])=[N:18][CH:19]=2)[S:25][CH:26]=1)([CH3:32])([CH3:30])[CH3:31]

参加物

4

反応物 3

HCID 6344DichloromethaneHCID 6422Trifluoroacetic acidHCID 575512625-(4-tert-butylthiazol-2-ylamino)-N-(2,4-dimethoxybenzyl)-N-(thiazol-2-yl)pyridine-2-sulfonamide

生成物 1

HCID 575511755-(4-tert-butylthiazol-2-ylamino)-N-(thiazol-2-yl)pyridine-2-sulfonamide

実験手順

Trifluoroacetic Acid (49.4 uL, 0.641 mmol) was added to a solution of 5-(4-tert-Butyl-thiazol-2-ylamino)-pyridine-2-sulfonic acid (2,4-dimethoxy-benzyl)-thiazol-2-yl-amide (35 mg, 0.064 mmol) in Methylene chloride (0.39 mL, 6.1 mmol). After 30 min, the reaction mixture was concentrated in vacuo. The residue was dissolved in DMSO and purified on Gilson (semi-prep, reverse phase, Phenomenex 100×21.2 mm 10 micron C18 column, 20 mL/min, Gradient 85% A to 100% B over 25 min. Solvent A: 7800 water/200 acetonitrile/8 TFA. Solvent B: 7200 acetonitrile/800 water/8 TFA). Fractions were checked by LC/MS and then dried on a lyophilizer to give the desired product as a pale yellow powder.

後処理

  1. concentrationthe reaction mixture was concentrated in vacuo
  2. dissolutionThe residue was dissolved in DMSO
  3. custompurified on Gilson (semi-prep, reverse phase, Phenomenex 100×21.2 mm 10 micron C18 column, 20 mL/min, Gradient 85% A to 100% B over 25 min. Solvent A: 7800 water/200 acetonitrile/8 TFA. Solvent B: 7200 acetonitrile/800 water/8 TFA)
  4. customdried on a lyophilizer

出典と根拠

ORDレコード
ord-e7599568f39540dbbb5474cda2471b66
出典データセット
uspto-grants-2012_02
特許番号
US08124610B2

反応ノート

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