Ammonium Chloride → HCID 59853909, compound

HRID 2374844Notes

Reaction equation

HRID 2374844 reaction equation
[CH:1]1[C:11]2[CH:10]=[CH:9][C:8]3[CH:12]=[CH:13][CH:14]=[CH:15][C:7]=3[C:6](=[C:16]3[CH2:21][CH2:20][N:19]([C:22](=[O:36])[CH2:23][CH:24]([NH:29][C:30](=[O:35])[C:31]([CH3:34])([CH3:33])[CH3:32])[C:25](OC)=[O:26])[CH2:18][CH2:17]3)[C:5]=2[CH:4]=[CH:3][CH:2]=1.[BH4-].[Li+].[Cl-].[NH4+]>O1CCCC1>[CH:1]1[C:11]2[CH:10]=[CH:9][C:8]3[CH:12]=[CH:13][CH:14]=[CH:15][C:7]=3[C:6](=[C:16]3[CH2:17][CH2:18][N:19]([C:22](=[O:36])[CH2:23][CH:24]([NH:29][C:30](=[O:35])[C:31]([CH3:32])([CH3:34])[CH3:33])[CH2:25][OH:26])[CH2:20][CH2:21]3)[C:5]=2[CH:4]=[CH:3][CH:2]=1

Participants

5

Reactant 3

HCID 25517Ammonium ChlorideHCID 4148881Lithium borohydrideHCID 59853884HCID 59853884, compound

Product 1

HCID 59853909HCID 59853909, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

106 mg (0.218 mmol) of methyl 4-[4-(5H-dibenzo[a,d][7]annulen-5-ylidene)-1-piperidinyl]-2-[(2,2-dimethylpropanoyl)amino]-4-oxobutanoate was dissolved in 3 ml of tetrahydrofuran. 5.7 mg (0.261 mmol) of lithium borohydride was added to the obtained solution at 0° C. The reaction mixture was stirred for 1.5 hours and then saturated aqueous ammonium chloride solution was added thereto. After extracting with ethyl acetate 3 times, the extract was dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure to obtain the title compound.

Workup

  1. extractionAfter extracting with ethyl acetate 3 times
  2. dry with materialthe extract was dried over anhydrous sodium sulfate
  3. customThe solvent was evaporated under reduced pressure

Sources & evidence

ORD record
ord-dcb33e143a0e4541af9524022d3d8ed2
Source dataset
uspto-grants-2008_12
Patent number
US07462630B2

Reaction notes

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