1-Hydroxybenzotriazole → HCID 86648727, compound

HRID 43779Notes

Reaction equation

HRID 43779 reaction equation
[NH2:1][C@H:2]1[CH2:7][CH2:6][N:5]([C:8]2[N:13]=[CH:12][N:11]=[C:10]([C:14]([O:16][CH3:17])=[O:15])[CH:9]=2)[CH2:4][C@H:3]1[O:18][CH3:19].[Cl:20][C:21]1[N:22]=[C:23]([C:28](O)=[O:29])[NH:24][C:25]=1[CH2:26][CH3:27].CCN=C=NCCCN(C)C.Cl.C1C=CC2N(O)N=NC=2C=1>>[Cl:20][C:21]1[N:22]=[C:23]([C:28]([NH:1][C@H:2]2[CH2:7][CH2:6][N:5]([C:8]3[N:13]=[CH:12][N:11]=[C:10]([C:14]([O:16][CH3:17])=[O:15])[CH:9]=3)[CH2:4][C@H:3]2[O:18][CH3:19])=[O:29])[NH:24][C:25]=1[CH2:26][CH3:27]

Participants

5

Reactant 4

HCID 757711-HydroxybenzotriazoleHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 675489294-chloro-5-ethyl-1H-imidazole-2-carboxylic acid2×HCID 86648728HCID 86648728, compound

Product 1

HCID 86648727HCID 86648727, compound

Procedure

The same operation as in Example (1g) was performed using methyl cis(±)-6-(4-amino-3-methoxypiperidin-1-yl)pyrimidine-4-carboxylate obtained in Example (174d) (53.5 mg, 0.2 mmol), 4-chloro-5-ethyl-1H-imidazole-2-carboxylic acid obtained by the method described in Example (1d) (32 mg, 0.18 mmol), WSC hydrochloride (105 mg, 0.55 mmol) and HOBt (24.7 mg, 0.18 mmol), to obtain 62.2 mg of the title compound as a yellow oily substance (81%).

Workup

  1. customobtained by the method

Sources & evidence

ORD record
ord-f222f7928b674d959f26c36594a01e19
Source dataset
uspto-grants-2013_09
Patent number
US08536197B2

Reaction notes

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