Triethylamine → [2-(3-{3-[(2-Chloro-3-trifluoromethyl-benzyl)-diphenylethyl-amino]-propoxy}-phenyl)-ethyl]-pyrimidin-2-yl-amine hydrochloride salt

HRID 902697노트

반응식

HRID 902697 반응식
[NH2:1][CH2:2][CH2:3][C:4]1[CH:5]=[C:6]([CH:38]=[CH:39][CH:40]=1)[O:7][CH2:8][CH2:9][CH2:10][N:11]([CH2:26][C:27]1[CH:32]=[CH:31][CH:30]=[C:29]([C:33]([F:36])([F:35])[F:34])[C:28]=1[Cl:37])[CH2:12][CH:13]([C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1.Cl[C:42]1[N:47]=[CH:46][CH:45]=[CH:44][N:43]=1.C(N(CC)CC)C>C(O)C>[ClH:37].[Cl:37][C:28]1[C:29]([C:33]([F:34])([F:35])[F:36])=[CH:30][CH:31]=[CH:32][C:27]=1[CH2:26][N:11]([CH2:12][CH:13]([C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)[C:14]1[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=1)[CH2:10][CH2:9][CH2:8][O:7][C:6]1[CH:5]=[C:4]([CH2:3][CH2:2][NH:1][C:42]2[N:47]=[CH:46][CH:45]=[CH:44][N:43]=2)[CH:40]=[CH:39][CH:38]=1

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 744042-ChloropyrimidineHCID 59701396HCID 59701396, 화합물

생성물 1

HCID 69252291[2-(3-{3-[(2-Chloro-3-trifluoromethyl-benzyl)-diphenylethyl-amino]-propoxy}-phenyl)-ethyl]-pyrimidin-2-yl-amine hydrochloride salt

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

To a stirring solution of {3-[3-(2-amino-ethyl)-phenoxy]-propyl}-(2-chloro-3-trifluoromethyl-benzyl)-(2,2-diphenyl-ethyl)-amine (57 mg, 0.1 mml, Example 150) and 2-Chloro-pyrimidine (97 mg, 0.85 mmol) in ethanol (10 mL) was added triethylamine (0.5 ml, 3.75 mmol). The resulting solution was refluxed for 72 hours and then concentrated in vacuo. Purification by preparative HPLC (YMC 75×30 mm, 25 m/min, 95-100% CH3CN) afforded the desired pyrimidine product. The free base was treated with 1 M HCl in Et2O (0.1 ml) and the mixture was concentrated in vacuo to afford the title compound as a solid, 44 mg (64%). MS(ES) m/e 645.4 (M+).

후처리

  1. temperatureThe resulting solution was refluxed for 72 hours
  2. concentrationconcentrated in vacuo
  3. customPurification by preparative HPLC (YMC 75×30 mm, 25 m/min, 95-100% CH3CN)

출처 및 근거

ORD 기록
ord-19579e3047e24962b0006bdb59b13099
출처 데이터셋
uspto-grants-2008_04
특허 번호
US07365085B2

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