Pivaloyl chloride → HCID 57870311, compound

HRID 1698318Notes

Reaction equation

HRID 1698318 reaction equation
Cl.C1C2C(COC([N:19]3[CH2:24][C@@H:23]([C:25](=[O:44])[N:26]([CH:41]4[CH2:43][CH2:42]4)[CH2:27][C:28]4[CH:33]=[CH:32][C:31]([CH3:34])=[C:30]([O:35][CH2:36][CH2:37][CH2:38][O:39][CH3:40])[CH:29]=4)[CH2:22][C@@H:21]([NH2:45])[CH2:20]3)=O)C3C(=CC=CC=3)C=2C=CC=1.[C:46](Cl)(=[O:51])[C:47]([CH3:50])([CH3:49])[CH3:48]>CC#N>[CH:41]1([N:26]([CH2:27][C:28]2[CH:33]=[CH:32][C:31]([CH3:34])=[C:30]([O:35][CH2:36][CH2:37][CH2:38][O:39][CH3:40])[CH:29]=2)[C:25]([C@H:23]2[CH2:22][C@@H:21]([NH:45][C:46](=[O:51])[C:47]([CH3:50])([CH3:49])[CH3:48])[CH2:20][NH:19][CH2:24]2)=[O:44])[CH2:42][CH2:43]1

Participants

4

Reactant 2

HCID 62493Pivaloyl chlorideHCID 131729670HCID 131729670, compound

Product 1

HCID 57870311HCID 57870311, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

The title compound is prepared analogously as described in Example 61 using (3R*,5S*)-3-amino-5-{cyclopropyl-[3-(3-methoxy-propoxy)-4-methyl-benzyl]-carbamoyl}-piperidine-1-carboxylic acid 9H-fluoren-9-ylmethyl ester, hydrochloride (Example 98A.) and pivaloyl chloride. MS: 460.6 [M+H]+; tR (HPLC, Nucleosil C18; 5-100% CH3CN+0.1% TFA/H2O+0.1% TFA for 8 min, flow 1.5 ml/min): 5.07 min.

Workup

  1. custom5.07 min.

Sources & evidence

ORD record
ord-199fe7f995484475b2d673d8f9301f85
Source dataset
uspto-grants-2012_04
Patent number
US08163773B2

Reaction notes

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