Dimethylformamide → HCID 17848346, 화합물

HRID 917641노트

반응식

HRID 917641 반응식
[Cl:1][C:2]1[CH:3]=[C:4]([CH:36]=[CH:37][C:38]=1[O:39][CH3:40])[CH2:5][NH:6][C:7]1[C:12]([C:13]([O:15][CH2:16][CH2:17][O:18][CH2:19][C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)=[O:14])=[C:11]([N:26]2[CH2:31][CH2:30][CH:29]([OH:32])[CH2:28][CH2:27]2)[N:10]=[C:9](S(C)=O)[N:8]=1.[NH:41]1[CH2:47][CH2:46][CH2:45][C@H:42]1[CH2:43][OH:44].C(N(CC)CC)C.CN(C)C=O>O>[Cl:1][C:2]1[CH:3]=[C:4]([CH:36]=[CH:37][C:38]=1[O:39][CH3:40])[CH2:5][NH:6][C:7]1[C:12]([C:13]([O:15][CH2:16][CH2:17][O:18][CH2:19][C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)=[O:14])=[C:11]([N:26]2[CH2:31][CH2:30][CH:29]([OH:32])[CH2:28][CH2:27]2)[N:10]=[C:9]([N:41]2[CH2:47][CH2:46][CH2:45][CH:42]2[CH2:43][OH:44])[N:8]=1

참가 물질

6

반응물 4

HCID 6228DimethylformamideHCID 8471TriethylamineHCID 640091L-ProlinolHCID 17848288HCID 17848288, 화합물

생성물 1

HCID 17848346HCID 17848346, 화합물

시약·촉매·용매 1

HCID 962Water용매

실험 절차

A mixture of whole amount of 4-(3-chloro-4-methoxybenzylamino)-5-(2-benzyloxyethoxycarbonyl)-6-(4-hydroxypiperidin-1-yl)-2-methylsulfinylpyrimidine (prepared in the above (4)), L-prolinol 53 mg, triethylamine 53 mg and dimethylformamide 4 ml is stirred at room temperature for 1.5 hours and then at 65° C. for 3.5 hours. After cooling the reaction mixture is diluted with water and extracted with ethyl acetate. The ethyl acetate layer is washed, dried and concentrated in vacuo. The residue is separated with silica gel chromatography (solvent; chloroform:ethyl acetate=1:2) to give 4-(3-chloro-4-methoxybenzylamino)-5-(2-benzyloxyethoxycarbonyl)-6-(4-hydroxypiperidin-1-yl)-2-(2-hydroxymethyl-1-pyrrolidinyl)pyrimidine as a colorless caramel 96 mg.

후처리

  1. waitat 65° C. for 3.5 hours
  2. temperatureAfter cooling the reaction mixture
  3. extractionextracted with ethyl acetate
  4. washThe ethyl acetate layer is washed
  5. customdried
  6. concentrationconcentrated in vacuo
  7. customThe residue is separated with silica gel chromatography (solvent; chloroform:ethyl acetate=1:2)

출처 및 근거

ORD 기록
ord-1cacf7d6a08b4dcfaba42840c92a45e8
출처 데이터셋
uspto-grants-2007_09
특허 번호
US07273868B2

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