Sodium Hydroxide → HCID 86615661, compound

HRID 507130Notes

Reaction equation

HRID 507130 reaction equation
C([O:3][C:4](=[O:46])[C@@H:5]([CH3:45])[CH2:6][N:7]1[CH2:13][CH2:12][CH2:11][CH:10]([N:14]([CH2:21][C:22]2[CH:27]=[C:26]([C:28]([F:31])([F:30])[F:29])[CH:25]=[C:24]([C:32]([F:35])([F:34])[F:33])[CH:23]=2)[C:15]2[N:16]=[N:17][N:18]([CH3:20])[N:19]=2)[C:9]2[CH:36]=[C:37]([CH3:44])[C:38]([C:40]([F:43])([F:42])[F:41])=[CH:39][C:8]1=2)C.[OH-].[Na+]>CO.O>[F:30][C:28]([F:29])([F:31])[C:26]1[CH:27]=[C:22]([CH:23]=[C:24]([C:32]([F:35])([F:34])[F:33])[CH:25]=1)[CH2:21][N:14]([C:15]1[N:16]=[N:17][N:18]([CH3:20])[N:19]=1)[CH:10]1[CH2:11][CH2:12][CH2:13][N:7]([CH2:6][C@H:5]([CH3:45])[C:4]([OH:46])=[O:3])[C:8]2[CH:39]=[C:38]([C:40]([F:41])([F:42])[F:43])[C:37]([CH3:44])=[CH:36][C:9]1=2

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 86615662HCID 86615662, compound

Product 1

HCID 86615661HCID 86615661, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Conditions

Temperature
60 °C

Procedure

To a solution of (S)-3-{5-[(3,5-Bis-trifluoromethyl-benzyl)-(2-methyl-2H-tetrazol-5-yl)-amino]-7-methyl-8-trifluoromethyl-2,3,4,5-tetrahydro-benzo[b]azepin-1-yl}-2-methyl-propionic acid ethyl ester (Example 112) (0.04 mmol) in methanol (5 mL), add 5.0 N sodium hydroxide (2 mL). After heating at 60° C. for 6 h cool to room temperature and dilute with water (20 mL). Extract the organics with ethyl acetate (3×10 mL). Dry the combined organic phases over sodium sulfate, filter, and remove solvent under vacuum, to afford the title compound as a mixture of diastereomers. MS (ES+): 639 (M+H).

Workup

  1. temperaturecool to room temperature
  2. extractionExtract the organics with ethyl acetate (3×10 mL)
  3. dry with materialDry the combined organic phases over sodium sulfate
  4. filtrationfilter
  5. customremove solvent under vacuum

Sources & evidence

ORD record
ord-bffacb710cb640ffa98aa66ec346788f
Source dataset
uspto-grants-2010_08
Patent number
US07786108B2

Reaction notes

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