Triethylamine → 4-(3-Chloro-4-methoxybenzylamino)-5-methoxycarbonyl-6-(5,6,7,8-tetrahydroimidazo[1,2-a]pyrazin-7-yl)-2-(4-hydroxypiperidin-1-yl)pyrimidine

HRID 1352779노트

반응식

HRID 1352779 반응식
[Cl:1][C:2]1[CH:3]=[C:4]([CH:35]=[CH:36][C:37]=1[O:38][CH3:39])[CH2:5][NH:6][C:7]1[C:12]([C:13]([O:15][CH3:16])=[O:14])=[C:11]([N:17]2[CH2:22][CH2:21][N:20]3[CH:23]=[CH:24][N:25]=[C:19]3[CH2:18]2)[N:10]=[C:9](S(CC2C=CC=CC=2)=O)[N:8]=1.[OH:40][CH:41]1[CH2:46][CH2:45][NH:44][CH2:43][CH2:42]1.C(N(CC)CC)C>CN(C)C(=O)C>[Cl:1][C:2]1[CH:3]=[C:4]([CH:35]=[CH:36][C:37]=1[O:38][CH3:39])[CH2:5][NH:6][C:7]1[C:12]([C:13]([O:15][CH3:16])=[O:14])=[C:11]([N:17]2[CH2:22][CH2:21][N:20]3[CH:23]=[CH:24][N:25]=[C:19]3[CH2:18]2)[N:10]=[C:9]([N:44]2[CH2:45][CH2:46][CH:41]([OH:40])[CH2:42][CH2:43]2)[N:8]=1

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 79341Piperidin-4-olHCID 178483024-(3-Chloro-4-methoxybenzylamino)-5-methoxycarbonyl-6-(5,6,7,8-tetrahydroimidazo[1,2-a]pyrazin-7-yl)-2-benzylsulfinylpyrimidine

생성물 1

HCID 178483004-(3-Chloro-4-methoxybenzylamino)-5-methoxycarbonyl-6-(5,6,7,8-tetrahydroimidazo[1,2-a]pyrazin-7-yl)-2-(4-hydroxypiperidin-1-yl)pyrimidine

시약·촉매·용매 1

HCID 31374Dimethylacetamide용매

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온도
60 °C

실험 절차

A mixture of whole amount of 4-(3-chloro-4-methoxybenzylamino)-5-methoxycarbonyl-6-(5,6,7,8-tetrahydroimidazo[1,2-a]pyrazin-7-yl)-2-benzylsulfinylpyrimidine (prepared in the above (5)), 4-hydroxypiperidine 57 mg, triethylamine 57 mg and N,N-dimethylacetamide 3 ml is stirred at 60° C. for 1.5 hours. After cooling the reaction mixture is diluted with ice water and extracted with ethyl acetate. The organic layer is washed, dried and concentrated in vacuo. The residue is crystallized from a mixture of ethyl acetate and isopropyl ether to give of 4-(3-chloro-4-methoxybenzylamino)-5-methoxycarbonyl-6-(5,6,7,8-tetrahydroimidazo[1,2-a]pyrazin-7-yl)-2-(4-hydroxypiperidin-1-yl)pyrimidine as a colorless crystalline powder 75 mg.

후처리

  1. temperatureAfter cooling the reaction mixture
  2. extractionextracted with ethyl acetate
  3. washThe organic layer is washed
  4. customdried
  5. concentrationconcentrated in vacuo
  6. customThe residue is crystallized from a mixture of ethyl acetate and isopropyl ether

출처 및 근거

ORD 기록
ord-16d822288ad54651a3f5e0423e4f43ec
출처 데이터셋
uspto-grants-2007_05
특허 번호
US07220736B2

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