Trifluoroacetic acid → N-(5-{5-[(2,3-dihydroxypropylamino)sulfonyl]-2-thienyl}-4-methyl-1,3-thiazol-2-yl)acetamide

HRID 1948407노트

반응식

HRID 1948407 반응식
CC1(C)[O:6][CH:5]([CH2:7][NH:8][S:9]([C:12]2[S:16][C:15]([C:17]3[S:21][C:20]([NH:22][C:23](=[O:25])[CH3:24])=[N:19][C:18]=3[CH3:26])=[CH:14][CH:13]=2)(=[O:11])=[O:10])[CH2:4][O:3]1.FC(F)(F)C(O)=O>C(Cl)Cl>[OH:6][CH:5]([CH2:4][OH:3])[CH2:7][NH:8][S:9]([C:12]1[S:16][C:15]([C:17]2[S:21][C:20]([NH:22][C:23](=[O:25])[CH3:24])=[N:19][C:18]=2[CH3:26])=[CH:14][CH:13]=1)(=[O:11])=[O:10]

참가 물질

4

반응물 2

HCID 6422Trifluoroacetic acidHCID 11998434N-[5-(5-[[(2,2-Dimethyl-1,3-dioxolan-4-YL)methyl]aminosulfonyl}-2-thienyl)-4-methyl-1,3-thiazol-2-YL]acetamide

생성물 1

HCID 11998548N-(5-{5-[(2,3-dihydroxypropylamino)sulfonyl]-2-thienyl}-4-methyl-1,3-thiazol-2-yl)acetamide

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

N-[5-(5-{[(2,2-dimethyl-1,3-dioxolan-4-yl)methyl]aminosulfonyl}-2-thienyl)-4-methyl-1,3-thiazol-2-yl]acetamide (14) (48 mg; 0.11 mmol; 1 eq), is dissolved in DCM (5 ml). Trifluoroacetic acid (0.2 ml) is added and reaction mixture stirred at room temperature for 30 minutes. The solvents are evaporated and the crude product purified directly by preparative HPLC, affording Compound (17) as a white-off solid (7 mg; 16%). M− (ESI): 390.2; M+ (ESI): 392.2. HPLC (method A), Rt: 2.13 min (purity: 83.5%).

후처리

  1. customreaction mixture
  2. customThe solvents are evaporated
  3. customthe crude product purified directly by preparative HPLC

출처 및 근거

ORD 기록
ord-bdbd702019c1446fa4520ee7061ef37c
출처 데이터셋
uspto-grants-2013_03
특허 번호
US08399497B2

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