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(2-{5-[5-(5-chloro-2-oxo-2H-[1,2']bipyridinyl-5'-ylmethyl)-imidazol-1-ylmethyl]-2-cyano-phenoxy}-ethyl)-carbamic acid tert-butyl ester → 2-(2-Amino-ethoxy)-4-[5-(5-chloro-2-oxo-2H-[1,2']bipyridinyl-5'-ylmethyl)-imidazol-1-ylmethyl]-benzonitrile

HRID 1585912
Notes
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Reaction equation

HRID 1585912 reaction equation
C(OC(=O)[NH:7][CH2:8][CH2:9][O:10][C:11]1[CH:16]=[C:15]([CH2:17][N:18]2[C:22]([CH2:23][C:24]3[CH:25]=[CH:26][C:27]([N:30]4[CH:35]=[C:34]([Cl:36])[CH:33]=[CH:32][C:31]4=[O:37])=[N:28][CH:29]=3)=[CH:21][N:20]=[CH:19]2)[CH:14]=[CH:13][C:12]=1[C:38]#[N:39])(C)(C)C>CO>[NH2:7][CH2:8][CH2:9][O:10][C:11]1[CH:16]=[C:15]([CH2:17][N:18]2[C:22]([CH2:23][C:24]3[CH:25]=[CH:26][C:27]([N:30]4[CH:35]=[C:34]([Cl:36])[CH:33]=[CH:32][C:31]4=[O:37])=[N:28][CH:29]=3)=[CH:21][N:20]=[CH:19]2)[CH:14]=[CH:13][C:12]=1[C:38]#[N:39]
ParticipantsConditionsProcedureWorkupSources & evidenceReaction notes

Participants

3

Reactant 1

HCID 54572239(2-{5-[5-(5-chloro-2-oxo-2H-[1,2']bipyridinyl-5'-ylmethyl)-imidazol-1-ylmethyl]-2-cyano-phenoxy}-ethyl)-carbamic acid tert-butyl ester

Product 1

HCID 187797582-(2-Amino-ethoxy)-4-[5-(5-chloro-2-oxo-2H-[1,2']bipyridinyl-5'-ylmethyl)-imidazol-1-ylmethyl]-benzonitrile

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
0 °C

Procedure

(2-{5-[5-(5-chloro-2-oxo-2H-[1,2']bipyridinyl-5'-ylmethyl)-imidazol-1-ylmethyl]-2-cyano-phenoxy}-ethyl)-carbamic acid tert-butyl ester from step 4 (260 mg, 0.46 mmol) was dissolved in MeOH (15 ml) and cooled to 0° C. HCl(g) was then bubbled into the solution until saturated. The reaction mixture was allowed to warm up to room temperature. The solvent was removed in vacuo to yield the final product.

Workup

  1. customHCl(g) was then bubbled into the solution until saturated
  2. temperatureto warm up to room temperature
  3. customThe solvent was removed in vacuo

Sources & evidence

ORD record
ord-c229e24c4a584c32b6bcf429fe7852ed
Source dataset
uspto-grants-1999_08
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US05939439

Reaction notes

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On this pageParticipantsConditionsProcedureWorkupSources & evidenceReaction notes