Hydrogen chloride-ethyl acetate → HCID 178495053, compound

HRID 1184151Notes

Reaction equation

HRID 1184151 reaction equation
[CH3:1][O:2][CH2:3][CH2:4][CH2:5][CH2:6][N:7]1[C:11]2[CH:12]=[CH:13][CH:14]=[CH:15][C:10]=2[N:9]=[C:8]1[C:16]([N:18]([CH2:37][CH:38]([CH3:40])[CH3:39])[C@H:19]1[CH2:24][C@@H:23]([C:25]2[NH:29][N:28]=[N:27][N:26]=2)[CH2:22][N:21](C(OC(C)(C)C)=O)[CH2:20]1)=[O:17].C(OCC)(=O)C.[ClH:47]>>[ClH:47].[ClH:47].[CH3:1][O:2][CH2:3][CH2:4][CH2:5][CH2:6][N:7]1[C:11]2[CH:12]=[CH:13][CH:14]=[CH:15][C:10]=2[N:9]=[C:8]1[C:16]([N:18]([CH2:37][CH:38]([CH3:40])[CH3:39])[C@H:19]1[CH2:24][C@@H:23]([C:25]2[NH:29][N:28]=[N:27][N:26]=2)[CH2:22][NH:21][CH2:20]1)=[O:17]

Participants

3

Reactant 2

HCID 21866389Hydrogen chloride-ethyl acetateHCID 178495051HCID 178495051, compound

Product 1

HCID 178495053HCID 178495053, compound

Procedure

tert-Butyl (3S,5R)-3-{{{1-(4-methoxybutyl)-1H-benzimidazol-2-yl}carbonyl}(2-methylpropyl)amino}-5-(1H-tetrazol-5-yl)piperidine-1-carboxylate (304 mg) was dissolved in 2M hydrogen chloride-ethyl acetate (2 ml), and the mixture was stirred at room temperature for 1 hr. The reaction mixture was concentrated, and ethyl acetate-diisopropyl ether was added. The precipitate was collected by filtration, and washed with ethyl acetate-diisopropyl ether to give the object product (219 mg).

Workup

  1. concentrationThe reaction mixture was concentrated
  2. additionethyl acetate-diisopropyl ether was added
  3. filtrationThe precipitate was collected by filtration
  4. washwashed with ethyl acetate-diisopropyl ether

Sources & evidence

ORD record
ord-7c44cf2f65bd4e0399f5fdfe4fd2289c
Source dataset
uspto-grants-2014_03
Patent number
US08664380B2

Reaction notes

Loading…