Hydrochloric Acid → 5-(L-alanyl)oxy-7-methyl-3-(3-trifluoromethylphenyl)-5,6,7,8-tetrahydrocinnoline dihydrochloride

HRID 229723Notes

Reaction equation

HRID 229723 reaction equation
C(OC([NH:8][C@H:9]([C:11]([O:13][CH:14]1[CH2:23][CH:22]([CH3:24])[CH2:21][C:20]2[N:19]=[N:18][C:17]([C:25]3[CH:30]=[CH:29][CH:28]=[C:27]([C:31]([F:34])([F:33])[F:32])[CH:26]=3)=[CH:16][C:15]1=2)=[O:12])[CH3:10])=O)(C)(C)C.[ClH:35]>O1CCOCC1>[ClH:35].[ClH:35].[NH2:8][C@H:9]([C:11]([O:13][CH:14]1[CH2:23][CH:22]([CH3:24])[CH2:21][C:20]2[N:19]=[N:18][C:17]([C:25]3[CH:30]=[CH:29][CH:28]=[C:27]([C:31]([F:34])([F:33])[F:32])[CH:26]=3)=[CH:16][C:15]1=2)=[O:12])[CH3:10]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 688445095-(N-(tert-butoxycarbonyl)-L-alanyl)oxy-7-methyl-3-(3-trifluoromethylphenyl)-5,6,7,8-tetrahydrocinnoline

Product 1

HCID 688455085-(L-alanyl)oxy-7-methyl-3-(3-trifluoromethylphenyl)-5,6,7,8-tetrahydrocinnoline dihydrochloride

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent2×

Procedure

5-(N-(tert-butoxycarbonyl)-L-alanyl)oxy-7-methyl-3-(3-trifluoromethylphenyl)-5,6,7,8-tetrahydrocinnoline obtained in Example 31 was dissolved in dioxane (0.5 mL, followed by adding a 4N HCl solution/dioxane (0.5 mL) under ice cooling and reacting over night. The reaction liquid was concentrated to dryness to obtain an objective compound as white solid.

Workup

  1. waitreacting over night
  2. customThe reaction liquid
  3. concentrationwas concentrated to dryness

Sources & evidence

ORD record
ord-aba18477e0434b1aa17f303c41655278
Source dataset
uspto-grants-2009_07
Patent number
US07563893B2

Reaction notes

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