Sodium Carbonate → HCID 86648548, compound

HRID 43536Notes

Reaction equation

[CH2:1]([NH:5][C@H:6]1[C@@H:11]([NH:12][C:13]([C:15]2[NH:16][C:17]([CH2:21][CH3:22])=[C:18]([Cl:20])[N:19]=2)=[O:14])[CH2:10][CH2:9][N:8]([C:23](OC(C)(C)C)=O)[CH2:7]1)[CH2:2][CH2:3][CH3:4].C(=O)([O-])[O-].[Na+].[Na+].BrC1[S:38][C:39]2[C:45]([C:46]([O:48][CH2:49][CH3:50])=[O:47])=[CH:44][CH:43]=[CH:42][C:40]=2[N:41]=1>>[CH2:1]([NH:5][C@H:6]1[C@@H:11]([NH:12][C:13]([C:15]2[NH:16][C:17]([CH2:21][CH3:22])=[C:18]([Cl:20])[N:19]=2)=[O:14])[CH2:10][CH2:9][N:8]([C:23]2[S:38][C:39]3[C:45]([C:46]([O:48][CH2:49][CH3:50])=[O:47])=[CH:44][CH:43]=[CH:42][C:40]=3[N:41]=2)[CH2:7]1)[CH2:2][CH2:3][CH3:4]

Participants

Reactant 3

HCID 10340Sodium Carbonate

HCID 67073467Ethyl 2-bromobenzo[d]thiazole-7-carboxylate

HCID 86648549HCID 86648549, compound

Product 1

HCID 86648548HCID 86648548, compoundYield 65%

Procedure

The same operation as in Example (1h) was performed using tert-butyl cis(±)-3-(butylamino)-4-{[(4-chloro-5-ethyl-1H-imidazol-2-yl)carbonyl]amino}piperidine-1-carboxylate obtained by the method described in Example (77d) (12.3 mg, 0.029 mmol), sodium carbonate (45 mg, 0.42 mmol) and ethyl 2-bromo-1,3-benzothiazole-7-carboxylate obtained in Example (1f) (10.4 mg, 0.036 mmol), to obtain 10.0 mg of the title compound (65%).

Workup

customobtained by the method

Sources & evidence

ORD record: ord-27557212c3e748fab405e1dc5078671d
Source dataset: uspto-grants-2013_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08536197B2

Reaction notes

Loading…