Ethyl chloroformate → HCID 86663155, 화합물

HRID 1626573노트

반응식

HRID 1626573 반응식
Cl.[Cl:2][C:3]1[N:4]=[C:5]([N:12]2[CH2:17][CH2:16][O:15][CH2:14][C@@H:13]2[CH3:18])[C:6]2[CH2:11][NH:10][CH2:9][C:7]=2[N:8]=1.Cl[C:20]([O:22][CH2:23][CH3:24])=[O:21].C([O-])(O)=O.[Na+]>C1COCC1>[Cl:2][C:3]1[N:4]=[C:5]([N:12]2[CH2:17][CH2:16][O:15][CH2:14][C@@H:13]2[CH3:18])[C:6]2[CH2:11][N:10]([C:20]([O:22][CH2:23][CH3:24])=[O:21])[CH2:9][C:7]=2[N:8]=1

참가 물질

5

반응물 3

HCID 10928Ethyl chloroformateHCID 516892Sodium BicarbonateHCID 86663150(S)-4-(2-chloro-6,7-dihydro-5H-pyrrolo[3,4-d]pyrimidin-4-yl)-3-methylmorpholine hydrochloride2회

생성물 1

HCID 86663155HCID 86663155, 화합물수율 112.3%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

(S)-4-(2-chloro-6,7-dihydro-5H-pyrrolo[3,4-d]pyrimidin-4-yl)-3-methylmorpholine hydrochloride (intermediate 6) (330 mg, 1.3 mmol), was dissolved in dry THF with srirring and treated with ethyl chloroformate (136 uL, 1.4 mmol) and NaHCO3 (218 mg, 2.6 mmol) at room temperature (20° C.) overnight. The mixture was concentrated in vacuo and the residue purified by flash chromatography using a mixture of 0-100% petrol ether/ethyl acetate as eluent, yielding the title compound (475 mg, 1.46 mmol, 41%).

후처리

  1. concentrationThe mixture was concentrated in vacuo
  2. customthe residue purified by flash chromatography
  3. additiona mixture of 0-100% petrol ether/ethyl acetate as eluent

출처 및 근거

ORD 기록
ord-1a1589f3524742e4b53365bdfa546d2c
출처 데이터셋
uspto-grants-2014_07
특허 번호
US08785457B2

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