Triethylamine → 5-methyl-2-(4-piperidinyl)-1,2-dihydro-3H-imidazo[1,5-c]imidazol-3-one

HRID 1162295노트

반응식

HRID 1162295 반응식
CC(O[C:6]([NH:8][C@@H:9]([C:16](O)=O)[C:10]1[CH:15]=CC=CC=1)=[O:7])(C)C.C1C=C[C:22]2[N:27](O)N=[N:25][C:23]=2[CH:24]=1.C[CH2:30][N:31]=C=NCCCN(C)C.[CH2:40](N(CC)CC)[CH3:41]>C(#N)C>[CH3:40][C:41]1[N:25]2[C:6](=[O:7])[N:8]([CH:9]3[CH2:10][CH2:15][NH:31][CH2:30][CH2:16]3)[CH2:24][C:23]2=[CH:22][N:27]=1

참가 물질

6

반응물 4

HCID 8471TriethylamineHCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 757711-HydroxybenzotriazoleHCID 2755953(2R)-2-{[(tert-butoxy)carbonyl]amino}-2-phenylacetic acid

생성물 1

HCID 230840155-methyl-2-(4-piperidinyl)-1,2-dihydro-3H-imidazo[1,5-c]imidazol-3-one

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

To a solution of Boc-D-phenylglycine (1.3 g) and HOBt (1.2 g) in acetonitrile (30 ml) was added WSC (1.4 g), and the reaction mixture was mixed at room temperature for 15 minutes. Then, 5-methyl-2-(4-piperidinyl)-1,2-dihydro-3H-imidazo[1,5-c]imidazol-3-one (1.1 g) obtained in Reference Example 1 and triethylamine (2.1 ml) were added thereto. The reaction mixture was mixed at room temperature for 15 hours, the solvent was then distilled off under reduced pressure, and the residue was dissolved in ethyl acetate. The ethyl acetate solution was washed with an aqueous sodium hydrogen carbonate solution and dried over anhydrous sodium sulfate. The solvent was distilled off under reduced pressure, and the residue was purified with silica gel column (ethyl acetate to ethyl acetate/methanol=10/1) to obtain the title compound as colorless powder (2.1 g, 93%).

후처리

  1. additionthe reaction mixture was mixed at room temperature for 15 minutes

출처 및 근거

ORD 기록
ord-4a1169b5086b46619cc0a4181c022a90
출처 데이터셋
uspto-grants-2010_10
특허 번호
US07820673B2

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