2,6-Benzothiazolediamine → N-(2-Amino-benzthiazol-6-yl)-2-(4-benzyl-piperidin-1-yl)-2-oxo-acetamide

HRID 2114998Notes

Reaction equation

HRID 2114998 reaction equation
[CH2:1]([CH:8]1[CH2:13][CH2:12][N:11]([C:14](=[O:18])[C:15]([OH:17])=O)[CH2:10][CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[NH2:19][C:20]1[S:21][C:22]2[CH:28]=[C:27]([NH2:29])[CH:26]=[CH:25][C:23]=2[N:24]=1>>[NH2:19][C:20]1[S:21][C:22]2[CH:28]=[C:27]([NH:29][C:15](=[O:17])[C:14]([N:11]3[CH2:10][CH2:9][CH:8]([CH2:1][C:2]4[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=4)[CH2:13][CH2:12]3)=[O:18])[CH:26]=[CH:25][C:23]=2[N:24]=1

Participants

3

Reactant 2

HCID 215042,6-BenzothiazolediamineHCID 16110264(4-Benzylpiperidin-1-yl)oxoacetic acid

Product 1

HCID 86593927N-(2-Amino-benzthiazol-6-yl)-2-(4-benzyl-piperidin-1-yl)-2-oxo-acetamide

Procedure

The title compound is prepared from (4-benzyl-piperidin-1-yl)-oxo-acetic acid (Example 5b) and 2,6-diamino-benzthiazole [Arch. Pharm., 13, 48. (1935)] according to the method described in Example 2. The filtered crystals are purified by column chromatography using Kieselgel 60 (Merck) as adsorbent and toluene:methanol=4:1 as eluent. Melting Point: 203° C. (isopropanol)

Workup

  1. customThe filtered crystals are purified by column chromatography

Sources & evidence

ORD record
ord-c680c423911c4a609026f78c7472d0b5
Source dataset
uspto-grants-2008_10
Patent number
US07435744B2

Reaction notes

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