Hydrochloric Acid → 4-{2-[8-(Methylamino)-3-azabicyclo[3.2.1]oct-3-yl]ethoxy}benzonitrile

HRID 411535노트

반응식

HRID 411535 반응식
Cl.[C:2]([C:4]1[CH:29]=[CH:28][C:7]([O:8][CH2:9][CH2:10][N:11]2[CH2:17][CH:16]3[CH:18]([N:19](C)[C:20](=O)OC(C)(C)C)[CH:13]([CH2:14][CH2:15]3)[CH2:12]2)=[CH:6][CH:5]=1)#[N:3]>C(OCC)(=O)C>[CH3:20][NH:19][CH:18]1[CH:13]2[CH2:14][CH2:15][CH:16]1[CH2:17][N:11]([CH2:10][CH2:9][O:8][C:7]1[CH:6]=[CH:5][C:4]([C:2]#[N:3])=[CH:29][CH:28]=1)[CH2:12]2

참가 물질

4

반응물 2

HCID 313Hydrochloric AcidHCID 18540898Tert-butyl 3-[2-(4-cyanophenoxy)ethyl]-3-azabicyclo[3.2.1]oct-8-yl-(methyl)carbamate

생성물 1

HCID 185408764-{2-[8-(Methylamino)-3-azabicyclo[3.2.1]oct-3-yl]ethoxy}benzonitrile수율 99%

시약·촉매·용매 1

HCID 8857Ethyl Acetate용매2회

실험 절차

Ethyl acetate (30 mL) saturated with gaseous HCl was added to a solution of tert-butyl 3-[2-(4-cyanophenoxy)ethyl]-3-azabicyclo[3.2.1]oct-8-yl-(methyl)carbamate (see step (ii) above; 1.1 g, 2.8 mmol) in ethyl acetate at 0° C. The resulting mixture was stirred for 4 h at rt. The solvent was removed in vacuo before MeCN (29 mL), water (1.5 mL) and K2CO3 (2.4 g) were added. The resulting mixture was stirred overnight before being filtered, washed with CHCl3 and then concentrated in vacuo to give 0.79 g (99%) of the tide compound.

후처리

  1. customat 0° C
  2. customThe solvent was removed in vacuo before MeCN (29 mL), water (1.5 mL) and K2CO3 (2.4 g)
  3. additionwere added
  4. stirringThe resulting mixture was stirred overnight
  5. filtrationbefore being filtered
  6. washwashed with CHCl3
  7. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-11951e0aac5948cea4b7aa34376da392
출처 데이터셋
uspto-grants-2003_05
특허 번호
US06559162B2

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