Hydrochloric Acid → (2R)-2-(2-amino-2-methylpropanamido)-4-methyl-N-[2-oxo-8-(2-oxopyrrolidin-1-yl)-1-(thiophen-3-ylmethyl)-1,2,3,4-tetrahydroquinolin-3-yl]pentanamide hydrochloride

HRID 1887758Notes

Reaction equation

HRID 1887758 reaction equation
[NH2:1][C:2]([CH3:38])([CH3:37])[C:3]([NH:5][C@H:6]([CH2:33][CH:34]([CH3:36])[CH3:35])[C:7]([NH:9][CH:10]1[CH2:19][C:18]2[C:13](=[C:14]([N:20]3[CH2:24][CH2:23][CH2:22][C:21]3=[O:25])[CH:15]=[CH:16][CH:17]=2)[N:12]([CH2:26][C:27]2[CH:31]=[CH:30][S:29][CH:28]=2)[C:11]1=[O:32])=[O:8])=[O:4].[ClH:39]>C(OC(C)C)(=O)C.C(OCC)(=O)C>[ClH:39].[NH2:1][C:2]([CH3:37])([CH3:38])[C:3]([NH:5][C@H:6]([CH2:33][CH:34]([CH3:35])[CH3:36])[C:7]([NH:9][CH:10]1[CH2:19][C:18]2[C:13](=[C:14]([N:20]3[CH2:24][CH2:23][CH2:22][C:21]3=[O:25])[CH:15]=[CH:16][CH:17]=2)[N:12]([CH2:26][C:27]2[CH:31]=[CH:30][S:29][CH:28]=2)[C:11]1=[O:32])=[O:8])=[O:4]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 59620332(2R)-2-(2-amino-2-methylpropanamido)-4-methyl-N-[2-oxo-8-(2-oxopyrrolidin-1-yl)-1-(thiophen-3-ylmethyl)-1,2,3,4-tetrahydroquinolin-3-yl]pentanamide

Product 1

HCID 68412271(2R)-2-(2-amino-2-methylpropanamido)-4-methyl-N-[2-oxo-8-(2-oxopyrrolidin-1-yl)-1-(thiophen-3-ylmethyl)-1,2,3,4-tetrahydroquinolin-3-yl]pentanamide hydrochloride

Reagents, catalysts & solvents 2

HCID 7915Isopropyl AcetateSolventHCID 8857Ethyl AcetateSolvent

Conditions

Temperature
55 °C

Procedure

(2R)-2-(2-Amino-2-methylpropanamido)-4-methyl-N-[2-oxo-8-(2-oxopyrrolidin-1-yl)-1-(thiophen-3-ylmethyl)-1,2,3,4-tetrahydroquinolin-3-yl]pentanamide (1.5 g) was dissolved in isopropyl acetate (68.5 mL), and 4N hydrochloric acid in ethyl acetate (0.95 mL) was added thereto. The mixture was stirred at 55° C. for one hour, and then left to stand to cool to room temperature. The formed precipitates were recovered through filtration, washed with isopropyl acetate, and dried under reduced pressure, whereby the title compound (1.47 g) was yielded.

Workup

  1. waitleft
  2. temperatureto cool to room temperature
  3. customThe formed precipitates
  4. filtrationwere recovered through filtration
  5. washwashed with isopropyl acetate
  6. dry with materialdried under reduced pressure, whereby the title compound (1.47 g)
  7. customwas yielded

Sources & evidence

ORD record
ord-03285ca5467547088b0ddfe6df9f8bbb
Source dataset
uspto-grants-2013_08
Patent number
US08501772B2

Reaction notes

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