(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 1421734Notes

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-46ab2948b76643cc827df58482a31810
Source dataset: uspto-grants-2000_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06077853

Reaction notes

Loading…