Ammonium Acetate → HCID 68513590, compound

HRID 1947075Notes

Reaction equation

HRID 1947075 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][N:11]([CH:14]2[CH:18]([OH:19])[CH2:17][N:16]([C:20](=[O:28])[C:21]3[CH:26]=[CH:25][C:24]([Cl:27])=[CH:23][CH:22]=3)[CH2:15]2)[CH2:10][CH2:9]1)=O)(C)(C)C.C([O-])(=O)C.[NH4+]>>[Cl:27][C:24]1[CH:25]=[CH:26][C:21]([C:20]([N:16]2[CH2:15][CH:14]([N:11]3[CH2:12][CH2:13][NH:8][CH2:9][CH2:10]3)[CH:18]([OH:19])[CH2:17]2)=[O:28])=[CH:22][CH:23]=1

Participants

3

Reactant 2

HCID 517165Ammonium AcetateHCID 68513822HCID 68513822, compound

Product 1

HCID 68513590HCID 68513590, compoundYield 99%

Procedure

The desired compound was prepared in a manner similar to that described in Example 137 from 4-[1-(4-Chloro-benzoyl)-4-hydroxy-pyrrolidin-3-yl]-piperazine-1-carboxylic acid tert-butyl ester in 99% yield. 1H-NMR (300 MHz, D2O): δ 2.75 (1H, m), 3.0 (1H, m), 3.15 (4H, m), 3.25 (3H, m), 3.3-3.5 (2H, m), 3.7 (1H, m), 3.9 (1H, m), 4.4 (1H, m), 7.35 (4H, dd). Retention Time (LC, method: ammonium acetate standard): 0.89 min. MS (M+H+): 310.

Workup

  1. custom0.89 min

Sources & evidence

ORD record
ord-1d25e1fe98754787a402b5ba04654609
Source dataset
uspto-grants-2013_03
Patent number
US08399455B2

Reaction notes

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