Triethylamine → (4-Isopropyl-piperazin-1-yl)-(4-methyl-5-naphthalen-1-yl-thiazol-2-yl)-methanone

HRID 12454

반응식

HRID 12454 반응식
[CH3:1][C:2]1[N:3]=[C:4]([C:17]([OH:19])=O)[S:5][C:6]=1[C:7]1[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[CH:10]=[CH:9][CH:8]=1.F[P-](F)(F)(F)(F)F.N1(O[P+](N(C)C)(N(C)C)N(C)C)C2C=CC=CC=2N=N1.[CH:47]([N:50]1[CH2:55][CH2:54][NH:53][CH2:52][CH2:51]1)([CH3:49])[CH3:48].CCN(CC)CC>C(Cl)Cl>[CH:47]([N:50]1[CH2:55][CH2:54][N:53]([C:17]([C:4]2[S:5][C:6]([C:7]3[C:16]4[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=4)[CH:10]=[CH:9][CH:8]=3)=[C:2]([CH3:1])[N:3]=2)=[O:19])[CH2:52][CH2:51]1)([CH3:49])[CH3:48]

참가 물질

6

반응물 4

HCID 8471TriethylamineHCID 780131-IsopropylpiperazineHCID 151348Benzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphateHCID 593378204-Methyl-5-naphthalen-1-yl-thiazole-2-carboxylic acid

생성물 1

HCID 59338098(4-Isopropyl-piperazin-1-yl)-(4-methyl-5-naphthalen-1-yl-thiazol-2-yl)-methanone

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a solution of 4-methyl-5-naphthalen-1-yl-thiazole-2-carboxylic acid in methylene chloride (2 ml) is added BOP (44 mg, 0.10 mmol), isopropylpiperazine (13 mg, 0.10 mmol) and Et3N (20 mg, 0.20 mmol). The reaction mixture is stirred at rt for 2 hr. Solvent is removed and the resulting mixture is purified by PTLC to give the title compound. LC-MS M+1 380.03. 1H NMR δ (CDCl3) 7.90-7.96 (m, 2H), 7.68-7.72 (m, 1H), 7.46-7.56 (m, 4H), 4.51 (brs, 2H), 3.85 (brs, 2H), 2.77 (m, 1H), 2.67 (brs, 4H), 2.25 (s, 3H), 1.10 (d, 6H). LC-MS (M+1) 380.1.

후처리

  1. customSolvent is removed
  2. customthe resulting mixture is purified by PTLC

출처 및 근거

ORD 기록
ord-1fd45a014550457f9029f2a892cfb77e
출처 데이터셋
uspto-grants-2010_06
특허 번호
US07728009B1

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