Ammonium Chloride → HCID 58737301, compound

HRID 2374614Notes

Reaction equation

HRID 2374614 reaction equation
[BH4-].[Na+].[Cl:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[CH2:10][CH2:11][N:12]([CH2:20][CH2:21][CH2:22][CH2:23][C:24]([C:26]1[CH:37]=[CH:36][C:29]2[N:30]([CH3:35])[C:31](=[O:34])[N:32]([CH3:33])[C:28]=2[CH:27]=1)=[O:25])[C:13](=[O:19])[O:14][C:15]([CH3:18])([CH3:17])[CH3:16].[Cl-].[NH4+]>CO>[Cl:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[CH2:10][CH2:11][N:12]([CH2:20][CH2:21][CH2:22][CH2:23][CH:24]([C:26]1[CH:37]=[CH:36][C:29]2[N:30]([CH3:35])[C:31](=[O:34])[N:32]([CH3:33])[C:28]=2[CH:27]=1)[OH:25])[C:13](=[O:19])[O:14][C:15]([CH3:18])([CH3:16])[CH3:17]

Participants

5

Reactant 3

HCID 25517Ammonium ChlorideHCID 4311764Sodium borohydrideHCID 58737336HCID 58737336, compound

Product 1

HCID 58737301HCID 58737301, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

95 mg of Sodium tetrahydroborate was added to a solution of tert-butyl 2-(2-chlorophenyl)ethyl[5-(1,3-dimethyl-2-oxo-2,3-dihydro-1H-benzimidazol-5-yl)-5-oxopentyl]carbamate obtained in Reference Example 60 in methanol (10 ml) at room temperature. After stirring at room temperature for 2 hours, 20 ml of an aqueous saturated ammonium chloride solution was added. The liberated oil was extracted with chloroform (30 ml×2), dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure to give the title compound as a pale yellow oil (1.25 g).

Workup

  1. extractionThe liberated oil was extracted with chloroform (30 ml×2)
  2. dry with materialdried over anhydrous magnesium sulfate
  3. customthe solvent was evaporated under reduced pressure

Sources & evidence

ORD record
ord-e77dc78c694e4ac3a8e5caab55e3bee7
Source dataset
uspto-grants-2008_12
Patent number
US07462628B2

Reaction notes

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