(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 1585912Notes

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]

Participants

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

customHCl(g) was then bubbled into the solution until saturated
temperatureto warm up to room temperature
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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