1-Hydroxybenzotriazole → HCID 86648479, compound

HRID 43465Notes

Reaction equation

HRID 43465 reaction equation
[NH2:1][C@H:2]1[CH2:7][CH2:6][N:5]([C:8]([O:10][C:11]([CH3:14])([CH3:13])[CH3:12])=[O:9])[CH2:4][C@H:3]1[O:15][CH3:16].[Cl:17][C:18]1[N:19]=[C:20]([C:26](O)=[O:27])[NH:21][C:22]=1[CH:23]([CH3:25])[CH3:24].CCN=C=NCCCN(C)C.Cl.C1C=CC2N(O)N=NC=2C=1>>[Cl:17][C:18]1[N:19]=[C:20]([C:26]([NH:1][C@H:2]2[CH2:7][CH2:6][N:5]([C:8]([O:10][C:11]([CH3:12])([CH3:13])[CH3:14])=[O:9])[CH2:4][C@H:3]2[O:15][CH3:16])=[O:27])[NH:21][C:22]=1[CH:23]([CH3:25])[CH3:24]

Participants

5

Reactant 4

HCID 757711-HydroxybenzotriazoleHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 57362389(3R,4S)-4-Amino-1-boc-3-methoxypiperidine2×HCID 684061714-Chloro-5-isopropylimidazole-2-carboxylic Acid

Product 1

HCID 86648479HCID 86648479, compound

Procedure

The same operation as in Example (1g) was performed using tert-butyl cis(±)-4-amino-3-methoxypiperidine-1-carboxylate obtained by the method described in Example (1e) (0.50 g, 2.17 mmol), 4-chloro-5-(propan-2-yl)-1H-imidazole-2-carboxylic acid obtained in Example (35f) (0.30 g, 1.59 mmol), WSC hydrochloride (0.92 g, 4.80 mmol) and HOBT (0.22 g, 1.63 mmol), to obtain 0.60 g of the title compound as a white foamy substance (94%).

Workup

  1. customobtained by the method

Sources & evidence

ORD record
ord-ef6e077f7b7d487891933e0329680dde
Source dataset
uspto-grants-2013_09
Patent number
US08536197B2

Reaction notes

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