Sodium Hydroxide → HCID 86729289, 화합물

HRID 1051521노트

반응식

HRID 1051521 반응식
[Cl:1][C:2]1[N:3]=[CH:4][C:5]2[CH:10]=[CH:9][N:8]([CH2:11][C:12]([O:14]CC)=[O:13])[C:6]=2[N:7]=1.[OH-].[Na+]>CCO.O>[Cl:1][C:2]1[N:3]=[CH:4][C:5]2[CH:10]=[CH:9][N:8]([CH2:11][C:12]([OH:14])=[O:13])[C:6]=2[N:7]=1

참가 물질

4

반응물 2

HCID 14798Sodium HydroxideHCID 86719804Ethyl 2-(2-chloro-7H-pyrrolo[2,3-d]pyrimidin-7-yl)acetate

생성물 1

HCID 86729289HCID 86729289, 화합물수율 54.2%

시약·촉매·용매 1

HCID 19096565Water ethanol용매

실험 절차

To a solution of ethyl 2-(2-chloro-7H-pyrrolo[2,3-d]pyrimidin-7-yl)acetate (1.25 g, 5.23 mmol) in EtOH/H2O (100 mL) was added NaOH (1.1 g, 26.15 mmol). The reaction mixture was stirred at room temperature until TLC showed completion. The reaction mixture was concentrated and the residue taken up in water (15 mL) and treated with 2M HCl until pH=3 then extracted with EA (2×25 ml). The combined organic layers were washed with brine (100 mL), dried over Na2SO4 and concentrated to yield the title product (600 mg, Yield 50%). The crude product was used in next step without further purification. LCMS (m/z): 212.0 (M+1).

후처리

  1. concentrationThe reaction mixture was concentrated
  2. additiontreated with 2M HCl until pH=3
  3. extractionthen extracted with EA (2×25 ml)
  4. washThe combined organic layers were washed with brine (100 mL)
  5. dry with materialdried over Na2SO4
  6. concentrationconcentrated

출처 및 근거

ORD 기록
ord-bf033c406b0c4b8ea301b3e4860965b1
출처 데이터셋
uspto-grants-2016_07
특허 번호
US09388173B2

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