Diisopropylethylamine → 7-methoxy-3-{-1-[6-(7-methyl-3H-benzimidazol-5-yloxy)-pyrimidin-4-yl]-piperidin-4-yl}-1,3,4,5-tetrahydro-benzo[d][1,3]diazepin-2-one

HRID 1846542노트

반응식

HRID 1846542 반응식
[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]2[NH:12][C:11](=[O:13])[N:10]([CH:14]3[CH2:19][CH2:18][NH:17][CH2:16][CH2:15]3)[CH2:9][CH2:8][C:7]=2[CH:20]=1.Cl[C:22]1[N:27]=[CH:26][N:25]=[C:24]([O:28][C:29]2[CH:30]=[C:31]([CH3:38])[C:32]3[N:36]=[CH:35][NH:34][C:33]=3[CH:37]=2)[CH:23]=1.CCN(C(C)C)C(C)C>CN(C=O)C>[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]2[NH:12][C:11](=[O:13])[N:10]([CH:14]3[CH2:19][CH2:18][N:17]([C:22]4[CH:23]=[C:24]([O:28][C:29]5[CH:30]=[C:31]([CH3:38])[C:32]6[N:36]=[CH:35][NH:34][C:33]=6[CH:37]=5)[N:25]=[CH:26][N:27]=4)[CH2:16][CH2:15]3)[CH2:9][CH2:8][C:7]=2[CH:20]=1

참가 물질

5

반응물 3

HCID 81531DiisopropylethylamineHCID 183568527-methoxy-3-(piperidin-4-yl)-4,5-dihydro-1H-benzo[d][1,3]diazepin-2(3H)-oneHCID 866639106-(6-chloro-pyrimidin-4-yloxy)-4-methyl-1H-benzimidazole

생성물 1

HCID 462445997-methoxy-3-{-1-[6-(7-methyl-3H-benzimidazol-5-yloxy)-pyrimidin-4-yl]-piperidin-4-yl}-1,3,4,5-tetrahydro-benzo[d][1,3]diazepin-2-one

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

47 mg (0.17 mmol) 7-methoxy-3-piperidin-4-yl-1,3,4,5-tetrahydro-1,3-benzodiazepin-2-one, 45 mg (0.17 mmol) 6-(6-chloro-pyrimidin-4-yloxy)-4-methyl-1H-benzimidazole and 0.06 mL (0.34 mmol) DIPEA were combined in 2.0 mL DMF and stirred for 48 h at RT. The reaction mixture was purified by preparative HPLC-MS. The product-containing fractions were combined and the acetonitrile was evaporated down. The residue was made alkaline with 4N aqueous sodium hydroxide solution, the precipitate formed was suction filtered, washed with water and dried under HV.

후처리

  1. customThe reaction mixture was purified by preparative HPLC-MS
  2. customthe acetonitrile was evaporated down
  3. customthe precipitate formed
  4. filtrationfiltered
  5. washwashed with water
  6. customdried under HV

출처 및 근거

ORD 기록
ord-c86fa41fcbdf40999ffca6ddcb89e204
출처 데이터셋
uspto-grants-2015_02
특허 번호
US08952014B2

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