Sodium Carbonate → HCID 59432481, compound

HRID 507102Notes

Reaction equation

HRID 507102 reaction equation
C(OC([N:8]1[C:21]2[C:13](=[CH:14][C:15]3[CH2:16][O:17][CH2:18][C:19]=3[CH:20]=2)[C@@H:12]([N:22]([CH2:35][C:36]2[CH:41]=[C:40]([C:42]([F:45])([F:44])[F:43])[CH:39]=[C:38]([C:46]([F:49])([F:48])[F:47])[CH:37]=2)[C:23]2[N:24]=[N:25][N:26]([CH2:28][CH2:29][O:30]C(C)(C)C)[N:27]=2)[CH2:11][CH2:10][CH2:9]1)=O)(C)(C)C.C(=O)([O-])[O-].[Na+].[Na+]>Cl.O1CCOCC1.C(OCC)(=O)C>[F:49][C:46]([F:47])([F:48])[C:38]1[CH:37]=[C:36]([CH:41]=[C:40]([C:42]([F:43])([F:44])[F:45])[CH:39]=1)[CH2:35][N:22]([C@@H:12]1[C:13]2=[CH:14][C:15]3[CH2:16][O:17][CH2:18][C:19]=3[CH:20]=[C:21]2[NH:8][CH2:9][CH2:10][CH2:11]1)[C:23]1[N:24]=[N:25][N:26]([CH2:28][CH2:29][OH:30])[N:27]=1

Participants

5

Reactant 2

HCID 10340Sodium CarbonateHCID 59432484HCID 59432484, compound

Product 1

HCID 59432481HCID 59432481, compound

Reagents, catalysts & solvents 2

HCID 8857Ethyl AcetateSolventHCID 204431481,4-Dioxane hydrochlorideSolvent

Procedure

Dissolve (S)-9-{(3,5-bis-trifluoromethyl-benzyl)-[2-(2-tert-butoxy-ethyl)-2H-tetrazol-5-yl]-amino}-1,3,6,7,8,9-hexahydro-2-oxa-5-aza-cyclohepta[f]indene-5-carboxylic acid tert-butyl ester (0.140 mmol) in 4 M hydrochloric acid/dioxane (10 mL). After stirring overnight at room temperature, neutralize the reaction with aqueous sodium carbonate and dilute with ethyl acetate (20 mL). Dry the organic portion over sodium sulfate, filter, and remove the solvent under vacuum. Chromatograph the product over silica gel eluting with ethyl acetate/hexane (10-40%) to provide the title compound as an oil.

Workup

  1. dry with materialDry the organic portion over sodium sulfate
  2. filtrationfilter
  3. customremove the solvent under vacuum

Sources & evidence

ORD record
ord-a06f23d9b80c408a9e73adc94c82feeb
Source dataset
uspto-grants-2010_08
Patent number
US07786108B2

Reaction notes

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