Methyl iodide → HCID 86651592, 화합물

HRID 2386273노트

반응식

HRID 2386273 반응식
[Cl:1][C:2]1[N:11]=[CH:10][C:9]2[N:8]([CH2:12][C:13]([CH3:22])([O:15][CH:16]3[CH2:21][CH2:20][CH2:19][CH2:18][O:17]3)[CH3:14])[C:7](=[O:23])[CH:6]3[CH2:24][O:25][CH2:26][CH2:27][N:5]3[C:4]=2[N:3]=1.IC.[CH3:30]C([O-])(C)C.[Na+]>CS(C)=O>[Cl:1][C:2]1[N:11]=[CH:10][C:9]2[N:8]([CH2:12][C:13]([CH3:14])([O:15][CH:16]3[CH2:21][CH2:20][CH2:19][CH2:18][O:17]3)[CH3:22])[C:7](=[O:23])[C:6]3([CH3:30])[CH2:24][O:25][CH2:26][CH2:27][N:5]3[C:4]=2[N:3]=1

참가 물질

5

반응물 3

HCID 6328Methyl iodideHCID 23676156Sodium t-butoxideHCID 866515912-chloro-5-(2-methyl-2-(tetrahydro-2H-pyran-2-yloxy)propyl)-6a,7,9,10-tetrahydro-[1,4]oxazino[3,4-h]pteridin-6(5H)-one

생성물 1

HCID 86651592HCID 86651592, 화합물수율 133.1%

시약·촉매·용매 1

HCID 679Dimethyl Sulfoxide용매

실험 절차

To a mixture of 2-chloro-5-(2-methyl-2-(tetrahydro-2H-pyran-2-yloxy)propyl)-6a,7,9,10-tetrahydro-[1,4]oxazino[3,4-h]pteridin-6(5H)-one (96.2 mg, 0.242 mmol) and iodomethane (0.076 ml, 1.21 mmol) in DMSO (4 ml) at 0° C. was added sodium 2-methylpropan-2-olate (46.6 mg, 0.485 mmol). The ice-bath was removed and the reaction mixture was stirred at room temperature for 16 h, followed by being poured into water. Extraction with EtOAc, washing with water, drying and concentration in vacuo gave crude 2-chloro-6a-methyl-5-(2-methyl-2-(tetrahydro-2H-pyran-2-yloxy)propyl)-6a,7,9,10-tetrahydro-[1,4]oxazino[3,4-h]pteridin-6(5H)-one (133 mg, 0.322 mmol) as a red oil which was used without further purification. MS [M+H] found 411.

후처리

  1. customThe ice-bath was removed
  2. additionby being poured into water
  3. extractionExtraction with EtOAc
  4. washwashing with water
  5. customdrying
  6. concentrationconcentration in vacuo

출처 및 근거

ORD 기록
ord-565ddcb0da174d779da819a05f6701a1
출처 데이터셋
uspto-grants-2012_09
특허 번호
US08268819B2

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