HCID 23627814, compound → HCID 11530188, compound

HRID 2244433Notes

Reaction equation

HRID 2244433 reaction equation
C(O[C:4]([C:6]1[N:7]=[C:8]([CH2:12][CH3:13])S[C:10]=1N)=O)C.C(O[C:17]([C:19]1[N:20]=[C:21]([CH2:31][CH3:32])[S:22][C:23]=1[NH:24][C:25]1[CH:26]=[N:27][CH:28]=[CH:29][CH:30]=1)=[O:18])C.C(C1SC(NC2C=NC=CC=2)=C(C(O)=O)[N:39]=1)C>>[CH3:10][C:6]1[N:7]=[C:8]([NH:39][C:17]([C:19]2[N:20]=[C:21]([CH2:31][CH3:32])[S:22][C:23]=2[NH:24][C:25]2[CH:26]=[N:27][CH:28]=[CH:29][CH:30]=2)=[O:18])[CH:12]=[CH:13][CH:4]=1

Participants

4

Reactant 3

HCID 23627814HCID 23627814, compoundHCID 68405891HCID 68405891, compoundHCID 68407381HCID 68407381, compound

Product 1

HCID 11530188HCID 11530188, compound

Procedure

The title compound, MS (ISP): m/e=340.3 (M+H+), was prepared as for example 153, steps A to G. Step C was performed using propionyl chloride, and yielded cyano-propionylamino-acetic acid ethyl ester, which was cyclized to 5-amino-2-ethyl-thiazole-4-carboxylic acid ethyl ester in step D. This was used in step E to generate 2-ethyl-5-(pyridin-3-ylamino)-thiazole-4-carboxylic acid ethyl ester, which was hydrolized to 2-ethyl-5-(pyridin-3-ylamino)-thiazole-4-carboxylic acid in step F. Coupling as described in step G generated the title compound.

Sources & evidence

ORD record
ord-e1f28008f4e248208257ecbd091afa42
Source dataset
uspto-grants-2010_03
Patent number
US07678815B2

Reaction notes

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