Hydrochloric Acid → HCID 11542029, compound

HRID 507120Notes

Reaction equation

HRID 507120 reaction equation
C([O:8][C:9](=[O:54])[CH2:10][CH:11]1[CH2:16][CH2:15][CH:14]([CH2:17][N:18]2[C:31]3[C:23](=[CH:24][C:25]4[CH2:26][O:27][CH2:28][C:29]=4[CH:30]=3)[C@@H:22]([N:32]([CH2:39][C:40]3[CH:45]=[C:44]([C:46]([F:49])([F:48])[F:47])[CH:43]=[C:42]([C:50]([F:53])([F:52])[F:51])[CH:41]=3)[C:33]3[N:34]=[N:35][N:36]([CH3:38])[N:37]=3)[CH2:21][CH2:20][CH2:19]2)[CH2:13][CH2:12]1)C1C=CC=CC=1.[OH-].[Na+].Cl>CO.O>[F:53][C:50]([F:51])([F:52])[C:42]1[CH:41]=[C:40]([CH:45]=[C:44]([C:46]([F:47])([F:48])[F:49])[CH:43]=1)[CH2:39][N:32]([C:33]1[N:34]=[N:35][N:36]([CH3:38])[N:37]=1)[C@@H:22]1[C:23]2=[CH:24][C:25]3[CH2:26][O:27][CH2:28][C:29]=3[CH:30]=[C:31]2[N:18]([CH2:17][CH:14]2[CH2:15][CH2:16][CH:11]([CH2:10][C:9]([OH:54])=[O:8])[CH2:12][CH2:13]2)[CH2:19][CH2:20][CH2:21]1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 59432384HCID 59432384, compound

Product 1

HCID 11542029HCID 11542029, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Conditions

Temperature
60 °C

Procedure

To a solution of (S)-(4-{9-[(3,5-Bis-trifluoromethyl-benzyl)-(2-methyl-2H-tetrazol-5-yl)-amino]-1,3,6,7,8,9-hexahydro-2-oxa-5-aza-cyclohepta[f]inden-5-ylmethyl}-cyclohexyl)-acetic acid benzyl ester (0.07 mmol) in methanol (5 mL), add NaOH (3 mL of 5N) and heat to 60° C. for 2 h. After cooling to room temperature, dilute with water (20 mL) and neutralize using 5 M HCl. Extract the organic phase using ethyl acetate (3×10 mL). Dry the combined organics over sodium sulfate, filter, and remove solvent under vacuum, to provide the title compound as a colorless foam. MS (ES+): 667 (M+H).

Workup

  1. temperatureAfter cooling to room temperature
  2. extractionExtract the organic phase
  3. dry with materialDry the combined organics over sodium sulfate
  4. filtrationfilter
  5. customremove solvent under vacuum

Sources & evidence

ORD record
ord-9f8d8105d962412799c509f09ca59c0e
Source dataset
uspto-grants-2010_08
Patent number
US07786108B2

Reaction notes

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