proline dl-form → Pyrrolidine-2-carboxylic acid [4-methyl-5-(2-nitrooxy-ethyl)-thiazol-2-yl]-amide

HRID 457889Notes

Reaction equation

HRID 457889 reaction equation
[NH:1]1[CH2:5][CH2:4][CH2:3][CH:2]1[C:6]([OH:8])=O.[CH3:9][C:10]1[N:11]=[C:12]([NH2:21])[S:13][C:14]=1[CH2:15][CH2:16][O:17][N+:18]([O-:20])=[O:19]>>[CH3:9][C:10]1[N:11]=[C:12]([NH:21][C:6]([CH:2]2[CH2:3][CH2:4][CH2:5][NH:1]2)=[O:8])[S:13][C:14]=1[CH2:15][CH2:16][O:17][N+:18]([O-:20])=[O:19]

Participants

3

Reactant 2

HCID 614proline dl-formHCID 115574994-Methyl-5-(2-nitrooxy-ethyl)-thiazol-2-ylamine

Product 1

HCID 72435184Pyrrolidine-2-carboxylic acid [4-methyl-5-(2-nitrooxy-ethyl)-thiazol-2-yl]-amideYield 55%

Procedure

Pet-160 was prepared according to the general procedure described hereinabove and the procedure described above for the preparation of Pet-154, using pyrrolidine-2-carboxylic acid and 4-methyl-5-(2-nitrooxy-ethyl)-thiazol-2-ylamine (Pet-10) as the starting materials, in an overall yield of 55%.

Workup

  1. customPet-160 was prepared
  2. customthe procedure described above for the preparation of Pet-154

Sources & evidence

ORD record
ord-0faf90c6c40548d7b1e4cdffd328ba9e
Source dataset
uspto-grants-2007_03
Patent number
US07189750B2

Reaction notes

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