Triethylamine → HCID 69063874, compound

HRID 643142Notes

Reaction equation

HRID 643142 reaction equation
[NH:1]1[CH2:6][CH2:5][CH:4]([N:7]2[CH2:13][CH2:12][C:11]3[CH:14]=[CH:15][CH:16]=[CH:17][C:10]=3[NH:9][C:8]2=[O:18])[CH2:3][CH2:2]1.[Cl:19][C:20]1[CH:21]=[C:22]([CH:33]=[C:34]([C:37]([F:40])([F:39])[F:38])[C:35]=1[OH:36])[CH2:23][C@@H:24]([CH2:29][C:30]([O-])=[O:31])[C:25]([O:27][CH3:28])=[O:26].CN(C(ON1N=NC2C=CC=CC1=2)=[N+](C)C)C.[B-](F)(F)(F)F.C(N(CC)CC)C>CN(C=O)C>[Cl:19][C:20]1[CH:21]=[C:22]([CH:33]=[C:34]([C:37]([F:38])([F:39])[F:40])[C:35]=1[OH:36])[CH2:23][C@@H:24]([CH2:29][C:30](=[O:31])[N:1]1[CH2:2][CH2:3][CH:4]([N:7]2[CH2:13][CH2:12][C:11]3[CH:14]=[CH:15][CH:16]=[CH:17][C:10]=3[NH:9][C:8]2=[O:18])[CH2:5][CH2:6]1)[C:25]([O:27][CH3:28])=[O:26]

Participants

6

Reactant 4

HCID 8471TriethylamineHCID 2733207O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 113795873-(Piperidin-4-yl)-4,5-dihydro-1H-benzo[d][1,3]diazepin-2(3H)-oneHCID 86615580HCID 86615580, compound

Product 1

HCID 69063874HCID 69063874, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

1.65 g (4.84 mmol) 3-piperidin-4-yl-1,3,4,5-tetrahydro-1,3-benzodiazepin-2-one were added to a mixture of 1.19 g (4.85 mmol) 1-methyl (S)-2-(3-chloro-4-hydroxy-5-trifluoromethyl-benzyl)-succinate, 1.56 g (4.85 mmol) TBTU, 0.73 mL (5.00 mmol) triethylamine, in 30 mL DMF and the reaction mixture was stirred overnight at RT. The reaction solution was evaporated down i.vac., the residue was taken up in 200 mL EtOAc, the organic phase was washed with 10% citric acid and saturated Na2CO3 solution and dried over Na2SO4. After the desiccant and solvent had been eliminated the desired product was obtained.

Workup

  1. customThe reaction solution was evaporated down i.vac
  2. washthe organic phase was washed with 10% citric acid and saturated Na2CO3 solution
  3. dry with materialdried over Na2SO4
  4. customwas obtained

Sources & evidence

ORD record
ord-a211c6614a8f4ac5a7260454dd937a1b
Source dataset
uspto-grants-2010_04
Patent number
US07696209B2

Reaction notes

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