Hydrochloric Acid → HCID 19081190, compound

HRID 963524Notes

Reaction equation

HRID 963524 reaction equation
C12CCC(CC1)CN([N:10]1[C:16]3[CH:17]=[CH:18][CH:19]=[CH:20][C:15]=3[C:14]([C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=3[F:27])=[N:13][C:12](C=C=O)([NH:28][C:29]([NH:31][C:32]3[CH:37]=[CH:36][CH:35]=[C:34]([O:38][CH2:39][C:40]([O:42]CC)=[O:41])[CH:33]=3)=[O:30])[C:11]1=[O:48])C2.[OH-:49].[Na+].Cl.C(O[CH2:56][CH3:57])(=O)C.O1[CH2:62][CH2:61][CH2:60][CH2:59]1>O>[CH:60]12[CH2:21][CH2:14][CH:15]([CH2:62][CH2:61]1)[CH2:16][N:10]([C:56]([CH2:57][N:10]1[C:16]3[CH:17]=[CH:18][CH:19]=[CH:20][C:15]=3[C:14]([C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=3[F:27])=[N:13][CH:12]([NH:28][C:29]([NH:31][C:32]3[CH:37]=[CH:36][CH:35]=[C:34]([O:38][CH2:39][C:40]([OH:42])=[O:41])[CH:33]=3)=[O:30])[C:11]1=[O:48])=[O:49])[CH2:59]2

Participants

7

Reactant 5

HCID 313Hydrochloric AcidHCID 8028TetrahydrofuranHCID 8857Ethyl AcetateHCID 14798Sodium HydroxideHCID 86752747HCID 86752747, compound

Product 1

HCID 19081190HCID 19081190, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of N-[(3RS)-1-(3-azabicyclo[3.2.2]non-3-yl)-carbonylmethyl-2,3-dihydro-5-(2-fluorophenyl)-2-oxo-1H-1,4-benzodiazepin-3-yl]-N'-[3-(ethoxycarbonylmethoxy)phenyl]urea and 0.1N NaOH in tetrahydrofuran was stirred at room temperature for 6 hours. 1N HCl was added to the reaction mixture. Ethyl acetate and water were added to the reaction mixture, and the organic layer was removed, washed with water and brine, and dried over magnesium sulfate. The solution was evaporated to dryness and washed with isopropyl ether and diethyl ether to afford N-[(3RS)-1-(3-azabicyclo[3.2.2]non-3-yl)carbonylmethyl-2,3-dihydro-5-(2-fluorophenyl)-2-oxo-1H-1,4-benzodiazepin-3-yl]-N'-(3-carboxymethoxyphenyl)urea.

Workup

  1. customthe organic layer was removed
  2. washwashed with water and brine
  3. dry with materialdried over magnesium sulfate
  4. customThe solution was evaporated to dryness
  5. washwashed with isopropyl ether and diethyl ether

Sources & evidence

ORD record
ord-8ae6210201164fbf9df4c613edc3b6fe
Source dataset
uspto-grants-1998_06
Patent number
US05763437

Reaction notes

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