Hydrochloric Acid → HCID 86719337, compound

HRID 1776613Notes

Reaction equation

HRID 1776613 reaction equation
C(OC([NH:8][C@@H:9]([CH2:39][C:40]1[CH:45]=[CH:44][C:43]([O:46][S:47]([CH3:50])(=[O:49])=[O:48])=[CH:42][CH:41]=1)[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][C@@H:9]([CH2:39][C:40]1[CH:41]=[CH:42][C:43]([O:46][S:47]([CH3:50])(=[O:48])=[O:49])=[CH:44][CH:45]=1)[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:16]([Cl:23])=[CH:17][N+:18]([O-:22])=[CH:19][C:20]=1[Cl:21])=[O:11]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 86679573HCID 86679573, compound

Product 1

HCID 86719337HCID 86719337, compoundYield 152.1%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent2×

Procedure

4-((S)-2((S)-2-(tert-butoxycarbonylamino)-3-(4-(methylsulfonyloxy)-phenyl)propanoyloxy)-2-(3-(cyclopropylmethoxy)-4-(difluoromethoxy)phenyl)-ethyl)-3,5-dichloropyridine 1-oxide (100 mg, 0.13 mmol) was dissolved in EtOAc (2 ml), and then HCl 7M in EtOAc (2 ml) was added. The mixture was stirred at RT for 3 hours, then was washed with WATER (2×). The crude was purified by preparative reverse-phase HPLC to give 69 mg (80%) of the title compound.

Workup

  1. washwas washed with WATER (2×)
  2. customThe crude was purified by preparative reverse-phase HPLC

Sources & evidence

ORD record
ord-338c321ca0894e519485ad163dc4191f
Source dataset
uspto-grants-2016_02
Patent number
US09265768B2

Reaction notes

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