HCID 86679412, compound → HCID 86679413, compound

HRID 1776457Notes

Reaction equation

HRID 1776457 reaction equation
C(OC([NH:8][CH2:9][C:10]([O:12][C@H:13]([C:24]1[CH:29]=[CH:28][C:27]([O:30][CH:31]([F:33])[F:32])=[C:26]([O:34][CH2:35][CH:36]2[CH2:38][CH2:37]2)[CH:25]=1)[CH2:14][C:15]1[C:20]([Cl:21])=[CH:19][N+:18]([O-:22])=[CH:17][C:16]=1[Cl:23])=[O:11])=O)(C)(C)C>Cl.CCOC(C)=O>[ClH:21].[NH2:8][CH2:9][C:10]([O:12][C@H:13]([C:24]1[CH:29]=[CH:28][C:27]([O:30][CH:31]([F:33])[F:32])=[C:26]([O:34][CH2:35][CH:36]2[CH2:38][CH2:37]2)[CH:25]=1)[CH2:14][C:15]1[C:20]([Cl:21])=[CH:19][N+:18]([O-:22])=[CH:17][C:16]=1[Cl:23])=[O:11]

Participants

4

Reactant 1

HCID 86679412HCID 86679412, compound

Product 1

HCID 86679413HCID 86679413, compoundYield 137.4%

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 8857Ethyl AcetateSolvent

Procedure

(S)-4-(2-(2-(tert-butoxycarbonylamino)acetoxy)-2-(3-(cyclopropylmethoxy)-4-(difluoromethoxy)phenyl)ethyl)-3,5-dichloropyridine 1-oxide (80 mg, 0.17 mmol) was dissolved in HCl 4M in EtOAc (2 ml) and stirred at RT for 3 hours. The solvent was evaporated under vacuum, and the crude product was crystallized from EtOAc/Hexane to give 60 mg of the desired product (Yield: 69%).

Workup

  1. customThe solvent was evaporated under vacuum
  2. customthe crude product was crystallized from EtOAc/Hexane

Sources & evidence

ORD record
ord-8aacc9fd69a647df82a75dd3a9e180b9
Source dataset
uspto-grants-2016_02
Patent number
US09265768B2

Reaction notes

Loading…