Hydrochloric Acid → {(3R*,5S*)-5-[Cyclopropyl-(2,3-dichloro-benzyl)-carbamoyl]-piperidin-3-yl}-carbamic acid 2-methoxy-ethyl ester

HRID 1698326Notes

Reaction equation

HRID 1698326 reaction equation
C1C2C(COC([N:18]3[CH2:23][C@@H:22]([C:24](=[O:38])[N:25]([CH:35]4[CH2:37][CH2:36]4)[CH2:26][C:27]4[CH:32]=[CH:31][CH:30]=[C:29]([Cl:33])[C:28]=4[Cl:34])[CH2:21][C@@H:20]([NH2:39])[CH2:19]3)=O)C3C(=CC=CC=3)C=2C=CC=1.Cl.Cl[C:42]([O:44][CH2:45][CH2:46][O:47][CH3:48])=[O:43]>CC#N>[CH3:48][O:47][CH2:46][CH2:45][O:44][C:42](=[O:43])[NH:39][C@@H:20]1[CH2:21][C@H:22]([C:24](=[O:38])[N:25]([CH:35]2[CH2:36][CH2:37]2)[CH2:26][C:27]2[CH:32]=[CH:31][CH:30]=[C:29]([Cl:33])[C:28]=2[Cl:34])[CH2:23][NH:18][CH2:19]1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 694002-Methoxyethyl chloroformateHCID 69066294(3R*,5S*)-3-amino-5-[cyclopropyl-(2,3-dichloro-benzyl)-carbamoyl]-piperidine-1-carboxylic acid 9H-fluoren-9-ylmethyl ester

Product 1

HCID 15984735{(3R*,5S*)-5-[Cyclopropyl-(2,3-dichloro-benzyl)-carbamoyl]-piperidin-3-yl}-carbamic acid 2-methoxy-ethyl ester

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-(2,3-dichloro-benzyl)-carbamoyl]-piperidine-1 carboxylic acid 9H-fluoren-9-ylmethyl ester; hydrochloride and 2-methoxyethyl chloroformate. MS (LC-MS): 444.2/446.1 [M+H]+; tR (HPLC, Nucleosil C18; 5-100% CH3CN+0.1% TFA/H2O+0.1% TFA for 8 min, flow 1.5 ml/min): 4.74 min.

Workup

  1. custom4.74 min.

Sources & evidence

ORD record
ord-8161e1e2a9cb4e0e835d4d71e1d293cb
Source dataset
uspto-grants-2012_04
Patent number
US08163773B2

Reaction notes

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