Ethyl chloroformate → HCID 86663155、化合物

HRID 1626573ノート

反応式

HRID 1626573 の反応式
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

参加物

5

反応物 3

HCID 10928Ethyl chloroformateHCID 516892Sodium BicarbonateHCID 86663150(S)-4-(2-chloro-6,7-dihydro-5H-pyrrolo[3,4-d]pyrimidin-4-yl)-3-methylmorpholine hydrochloride2 回

生成物 1

HCID 86663155HCID 86663155、化合物収率 112.3%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

(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%).

後処理

  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

出典と根拠

ORDレコード
ord-1a1589f3524742e4b53365bdfa546d2c
出典データセット
uspto-grants-2014_07
特許番号
US08785457B2

反応ノート

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