Methyl-{2-[4-(3-trifluoromethyl-phenoxy)-phenyl]ethyl}-amine → HCID 178483266, 화합물

HRID 474869

반응식

HRID 474869 반응식
CS[C:3]1[NH:4][CH:5]=[C:6]([CH2:10][C:11]2[CH:12]=[N:13][CH:14]=[N:15][CH:16]=2)[C:7](=[O:9])[N:8]=1.[CH3:17][NH:18][CH2:19][CH2:20][C:21]1[CH:26]=[CH:25][C:24]([O:27][C:28]2[CH:33]=[CH:32][CH:31]=[C:30]([C:34]([F:37])([F:36])[F:35])[CH:29]=2)=[CH:23][CH:22]=1>C(O)C>[CH3:17][N:18]([CH2:19][CH2:20][C:21]1[CH:22]=[CH:23][C:24]([O:27][C:28]2[CH:33]=[CH:32][CH:31]=[C:30]([C:34]([F:35])([F:37])[F:36])[CH:29]=2)=[CH:25][CH:26]=1)[C:3]1[NH:4][CH:5]=[C:6]([CH2:10][C:11]2[CH:12]=[N:13][CH:14]=[N:15][CH:16]=2)[C:7](=[O:9])[N:8]=1

참가 물질

4

반응물 2

HCID 67775155Methyl-{2-[4-(3-trifluoromethyl-phenoxy)-phenyl]ethyl}-amineHCID 178503543HCID 178503543, 화합물

생성물 1

HCID 178483266HCID 178483266, 화합물수율 54%

시약·촉매·용매 1

HCID 702Ethanol용매

반응 조건

온도
125 °C

실험 절차

2-Methylsulfanyl-5-pyrimidin-5-ylmethyl-1H-pyrimidin-4-one (30 mg, 0.128 mmol, 1 eq) and methyl-{2-[4-(3-trifluoromethyl-phenoxy)-phenyl]ethyl}-amine (56.7 mg, 0.192 mmol, 1.5 eq) were dissolved in dry ethanol (300 μl) and stirred at 125° C. for overnight. Reaction mixture was evaporated and crude residue was sent to HPLC/MS Purification. After HPLC/MS purification combined fractions of desired product were collected and put on lyophilisation to obtain 2-(methyl-{2-[4-(3-trifluoromethyl-phenoxy)-phenyl]-ethyl}-amino)-5-pyrimidin-5-ylmethyl-1H-pyrimidin-4-one (0.069 mmol; yield: 54%, HPLC-MS/UV: [M+H]+=482.48; rt: 11.27 min; purity: 96%). 1H NMR (300 MHz; DMSO-d6) δ/ppm 2.80 (t, J=6.68 Hz, 2H), 2.94 (s, 3H), 3.52 (s, 2H), 3.69 (t, J=7.09 Hz, 2H), 7.00 (d, J=8.76 Hz, 2H), 7.19 (d, J=8.10 Hz, 1H), 7.24 (s, 1H), 7.30 (d, J=8.45 Hz, 2H), 7.44 (d, J=7.75 Hz, 1H), 7.58 (t, J=8.10 Hz, 1H), 7.66 (s, 1H), 8.66 (s, 2H), 8.95 (s, 1H)

후처리

  1. customReaction mixture
  2. customwas evaporated
  3. customcrude residue was sent to HPLC/MS Purification
  4. customAfter HPLC/MS purification
  5. customwere collected

출처 및 근거

ORD 기록
ord-bb2d631791924b3582f047bbb769d772
출처 데이터셋
uspto-grants-2014_01
특허 번호
US08637536B2

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