Methyl chloroformate → Methyl 3-(6-amino-5-bromopyridin-3-yl)pyrrolidine-1-carboxylate

HRID 595819노트

반응식

HRID 595819 반응식
[Br:1][C:2]1[C:3]([NH2:13])=[N:4][CH:5]=[C:6]([CH:8]2[CH2:12][CH2:11][NH:10][CH2:9]2)[CH:7]=1.CCN(C(C)C)C(C)C.Cl[C:24]([O:26][CH3:27])=[O:25]>C(Cl)Cl>[NH2:13][C:3]1[N:4]=[CH:5][C:6]([CH:8]2[CH2:12][CH2:11][N:10]([C:24]([O:26][CH3:27])=[O:25])[CH2:9]2)=[CH:7][C:2]=1[Br:1]

참가 물질

5

반응물 3

HCID 6586Methyl chloroformateHCID 81531DiisopropylethylamineHCID 1180452883-Bromo-5-(pyrrolidin-3-yl)pyridin-2-amine

생성물 1

HCID 118045886Methyl 3-(6-amino-5-bromopyridin-3-yl)pyrrolidine-1-carboxylate

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To 3-bromo-5-(pyrrolidin-3-yl)pyridin-2-amine, (20 mg, 0.083 mmol) in DCM in ice bath was added DIEA (43.3 μl, 0.248 mmol) and methyl chloroformate (6.40 μl, 0.083 mmol). The reaction mixture was stirred in ice bath for 30 min. The reaction mixture was partitioned between DCM and water. The DCM layer was separated and washed with brine, dried over sodium sulfate, filtered off, and evaporated. The crude product was used for next step without purification. LCMS (m/z): 300.0, 302.0 (MH+), 0.421 min.

후처리

  1. customThe reaction mixture was partitioned between DCM and water
  2. customThe DCM layer was separated
  3. washwashed with brine
  4. dry with materialdried over sodium sulfate
  5. filtrationfiltered off
  6. customevaporated
  7. customThe crude product was used for next step without purification
  8. custom300.0, 302.0 (MH+), 0.421 min.

출처 및 근거

ORD 기록
ord-4f2001d1fa314d37b4d82a09d461dd5c
출처 데이터셋
uspto-grants-2016_01
특허 번호
US09242996B2

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