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Hydrochloric Acid → HCID 59620347, compound

HRID 2070180
Notes
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Reaction equation

HRID 2070180 reaction equation
[O:1]=[C:2]1[CH2:6][CH2:5][C:4](=[O:7])[N:3]1[C:8]1[CH:9]=[CH:10][CH:11]=[C:12]2[C:17]=1[N:16]([CH2:18][C:19]1[CH:23]=[CH:22][S:21][CH:20]=1)[C:15](=[O:24])[CH:14]([NH:25][C:26](=[O:46])[C@H:27]([NH:32][C:33](=[O:45])[C:34]([NH:37]C(=O)OC(C)(C)C)([CH3:36])[CH3:35])[CH2:28][CH:29]([CH3:31])[CH3:30])[CH2:13]2.Cl.C(=O)(O)[O-].[Na+]>C(OCC)(=O)C>[NH2:37][C:34]([CH3:35])([CH3:36])[C:33]([NH:32][C@H:27]([CH2:28][CH:29]([CH3:30])[CH3:31])[C:26]([NH:25][CH:14]1[CH2:13][C:12]2[C:17](=[C:8]([N:3]3[C:2](=[O:1])[CH2:6][CH2:5][C:4]3=[O:7])[CH:9]=[CH:10][CH:11]=2)[N:16]([CH2:18][C:19]2[CH:23]=[CH:22][S:21][CH:20]=2)[C:15]1=[O:24])=[O:46])=[O:45]
ParticipantsConditionsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 516892Sodium BicarbonateHCID 59620355HCID 59620355, compound

Product 1

HCID 59620347HCID 59620347, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent2×

Conditions

Temperature
50 °C

Procedure

tert-Butyl 1-((2R)-1-(8-(2,5-dioxopyrrolidin-1-yl)-2-oxo-1-(thiophen-3-ylmethyl)-1,2,3,4-tetrahydroquinolin-3-ylamino)-4-methyl-1-oxopentan-2-ylamino)-2-methyl-1-oxopropan-2-ylcarbamate (30 mg) was added to ethyl acetate (0.3 mL), and 4N hydrochloric acid in ethyl acetate (230 μL) was added thereto, followed by stirring at 50° C. for six hours. Saturated aqueous sodium bicarbonate solution was added to the reaction mixture, and the mixture was extracted with ethyl acetate twice. The organic layers were combined, and the combined organic layer was dried over sodium sulfate. The solvent was evaporated under reduced pressure, whereby the title compound (17 mg) was yielded.

Workup

  1. additionwas added
  2. extractionthe mixture was extracted with ethyl acetate twice
  3. dry with materialthe combined organic layer was dried over sodium sulfate
  4. customThe solvent was evaporated under reduced pressure, whereby the title compound (17 mg)
  5. customwas yielded

Sources & evidence

ORD record
ord-9ae04607bf5f4bd5a382dbb619fa0310
Source dataset
uspto-grants-2012_10
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US08299255B2

Reaction notes

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On this pageParticipantsConditionsProcedureWorkupSources & evidenceReaction notes