1-Hydroxybenzotriazole → HCID 86648711, compound

HRID 1425235Notes

Reaction equation

HRID 1425235 reaction equation
[NH2:1][C@H:2]1[CH2:7][CH2:6][N:5]([C:8]2[CH:13]=[C:12]([C:14]([O:16][CH3:17])=[O:15])[CH:11]=[C:10]([CH3:18])[N:9]=2)[CH2:4][C@H:3]1[O:19][CH3:20].[Cl:21][C:22]1[N:23]=[C:24]([C:29](O)=[O:30])[NH:25][C:26]=1[CH2:27][CH3:28].CCN=C=NCCCN(C)C.Cl.C1C=CC2N(O)N=NC=2C=1>>[Cl:21][C:22]1[N:23]=[C:24]([C:29]([NH:1][C@H:2]2[CH2:7][CH2:6][N:5]([C:8]3[CH:13]=[C:12]([C:14]([O:16][CH3:17])=[O:15])[CH:11]=[C:10]([CH3:18])[N:9]=3)[CH2:4][C@H:3]2[O:19][CH3:20])=[O:30])[NH:25][C:26]=1[CH2:27][CH3:28]

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 86648712Methyl cis(+/-)-2-(4-amino-3-methoxypiperidin-1-yl)-6-methylpyridine-4-carboxylate

Product 1

HCID 86648711HCID 86648711, compound

Procedure

The same operation as in Example (1g) was performed using methyl cis(±)-2-(4-amino-3-methoxypiperidin-1-yl)-6-methylpyridine-4-carboxylate obtained in Example (166b) (23.9 mg, 0.44 mmol), 4-chloro-5-ethyl-1H-imidazole-2-carboxylic acid obtained by the method described in Example (1d) (14 mg, 0.08 mmol), WSC hydrochloride (46.8 mg, 0.24 mmol) and HOBt (11 mg, 0.08 mmol), to obtain 30.4 mg of the title compound as a pale yellow oily substance (86%).

Workup

  1. customobtained by the method

Sources & evidence

ORD record
ord-878cc816a79641678000db165de28bc9
Source dataset
uspto-grants-2015_01
Patent number
US08927588B2

Reaction notes

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