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

HRID 411535ノート

反応式

HRID 411535 の反応式
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

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 8857Ethyl Acetate溶媒2 回

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-11951e0aac5948cea4b7aa34376da392
出典データセット
uspto-grants-2003_05
特許番号
US06559162B2

反応ノート

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