Dimethylamine → HCID 178484630, 화합물

HRID 1433212노트

반응식

HRID 1433212 반응식
[OH:1][CH:2]([C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=1[C:12]1[CH:32]=[CH:31][C:15]2[NH:16][C:17]([CH2:19][O:20][C:21]3[CH:26]=[CH:25][C:24]([C:27]([F:30])([F:29])[F:28])=[CH:23][CH:22]=3)=[N:18][C:14]=2[CH:13]=1)[C:3]([OH:5])=O.[CH:33]([N:36](C(C)C)[CH2:37]C)(C)C.CNC>CN(C=O)C>[CH3:33][N:36]([CH3:37])[C:3](=[O:5])[CH:2]([OH:1])[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=1[C:12]1[CH:32]=[CH:31][C:15]2[NH:16][C:17]([CH2:19][O:20][C:21]3[CH:22]=[CH:23][C:24]([C:27]([F:30])([F:29])[F:28])=[CH:25][CH:26]=3)=[N:18][C:14]=2[CH:13]=1

참가 물질

5

반응물 3

HCID 674DimethylamineHCID 81531DiisopropylethylamineHCID 178525951HCID 178525951, 화합물

생성물 1

HCID 178484630HCID 178484630, 화합물수율 88%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

To a solution of hydroxy-{2-[2-(4-trifluoromethyl-phenoxymethyl)-1H-benzoimidazol-5-yl]-phenyl}-acetic acid (0.030 g, 0.0678 mmol) in DMF (0.5 mL) was added (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate (BOP) (0.033 g, 0.0745 mmol), diisopropylethylamine (DIPEA) (0.05 mL, 0.272 mmol), and dimethylamine (0.05 mL, 0.102 mmol, 2.0M solution in THF). After stirring for 12 hours, the crude product was purified by chromatography (silica, CH2Cl2: MeOH, 5:1) to afford the title compound as a white solid (0.028 g, 83%). 1H NMR (400 MHz, CD3OD) δ (ppm): 7.71-7.67 (m, 2H), 7.63 (d, 2H, J=8.4 Hz), 7.41-7.37 (m, 5H), 7.25 (d, 2H, J=8.8 Hz), 5.46 (s, 2H), 5.24 (s, 1H), 2.85 (s, 3H), 2.36 (s, 3H). Mass Spectrum (LCMS, ESI pos.) Calcd. For C25H23F3N3O3: 470.5 (M+H), Found 470.3.

후처리

  1. customthe crude product was purified by chromatography (silica, CH2Cl2: MeOH, 5:1)

출처 및 근거

ORD 기록
ord-d832f1a777d4482cba8c775767e3342d
출처 데이터셋
uspto-grants-2009_11
특허 번호
US07612211B2

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