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Dichloromethane → 2-(2-Aminoethylamino)-6-(benzenesulphonylmethyl)-3-(furan-3-yl)benzoic acid hydrochloride

HRID 2177678
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HRID 2177678 반응식
[C:1]1([S:7]([CH2:10][C:11]2[C:16]([C:17]([OH:19])=[O:18])=[C:15]([NH:20][CH2:21][CH2:22][NH:23]C(OC(C)(C)C)=O)[C:14]([C:31]3[CH:35]=[CH:34][O:33][CH:32]=3)=[CH:13][CH:12]=2)(=[O:9])=[O:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.FC(F)(F)C(O)=O.C(Cl)[Cl:44]>>[ClH:44].[NH2:23][CH2:22][CH2:21][NH:20][C:15]1[C:14]([C:31]2[CH:35]=[CH:34][O:33][CH:32]=2)=[CH:13][CH:12]=[C:11]([CH2:10][S:7]([C:1]2[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=2)(=[O:9])=[O:8])[C:16]=1[C:17]([OH:19])=[O:18]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 3

HCID 6344DichloromethaneHCID 6422Trifluoroacetic acidHCID 671077416-(Benzenesulphonylmethyl)-2-[2-(t-butoxycarbonylamino)ethylamino]-3-(furan-3-yl)benzoic acid2회

생성물 1

HCID 529147592-(2-Aminoethylamino)-6-(benzenesulphonylmethyl)-3-(furan-3-yl)benzoic acid hydrochloride

실험 절차

6-(Benzenesulphonylmethyl)-2-[2-(t-butoxycarbonylamino)ethylamino]-3-(furan-3-yl)benzoic acid (Intermediate 121, 0.1 g) was added to a solution of trifluoroacetic acid (3 ml) in DCM (3 ml) and the resultant mixture was stirred for 45 minutes. The mixture was evaporated to dryness and the residue was purified by chromatography on silica, eluting with a mixture of DCM:MeOH:AcOH:water (120:15:3:2). The volume of the product containing fractions was reduced to 5 mL, concentrated HCl (1 ml) was added and the mixture was evaporated to dryness. The solid was triturated with diethyl ether, collected by filteration and dried at 60° C. under vacuum to give 2-(2-aminoethylamino)-6-(benzenesulphonylmethyl)-3-(furan-3-yl)benzoic acid hydrochloride (0.056 g), as a white solid.

후처리

  1. customThe mixture was evaporated to dryness
  2. customthe residue was purified by chromatography on silica
  3. washeluting with a mixture of DCM:MeOH:AcOH:water (120:15:3:2)
  4. additionThe volume of the product containing fractions
  5. additionwas added
  6. customthe mixture was evaporated to dryness
  7. customThe solid was triturated with diethyl ether
  8. customcollected by filteration
  9. customdried at 60° C. under vacuum

출처 및 근거

ORD 기록
ord-54e1283f04694f9fa623c6ad4d5559cb
출처 데이터셋
uspto-grants-2015_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09067905B2

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