Valeryl chloride → HCID 86599416, compound

HRID 2182630Notes

Reaction equation

HRID 2182630 reaction equation
[C:1](Cl)(=[O:6])[CH2:2][CH2:3][CH2:4][CH3:5].[F:8][C:9]([F:38])([F:37])[O:10][C:11]1[CH:36]=[CH:35][C:14]([CH2:15][C@:16]23[CH2:23][C@H:22]([NH2:24])[CH2:21][N:20]2[C:19](=[O:25])[N:18]([C:26]2[CH:31]=[C:30]([Cl:32])[N:29]=[C:28]([Cl:33])[CH:27]=2)[C:17]3=[O:34])=[CH:13][CH:12]=1.CCN(C(C)C)C(C)C>C1COCC1>[F:38][C:9]([F:37])([F:8])[O:10][C:11]1[CH:36]=[CH:35][C:14]([CH2:15][C@:16]23[CH2:23][C@H:22]([NH:24][C:1](=[O:6])[CH2:2][CH2:3][CH2:4][CH3:5])[CH2:21][N:20]2[C:19](=[O:25])[N:18]([C:26]2[CH:31]=[C:30]([Cl:32])[N:29]=[C:28]([Cl:33])[CH:27]=2)[C:17]3=[O:34])=[CH:13][CH:12]=1

Participants

5

Reactant 3

HCID 61186Valeryl chlorideHCID 81531DiisopropylethylamineHCID 86599414HCID 86599414, compound

Product 1

HCID 86599416HCID 86599416, compoundYield 63.7%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Valeryl chloride (0.031 g) was added to a solution of the compound from Example 63 (0.1 g) and DIEA (0.84 g) in THF (5 mL) and the reaction mixture was stirred at room temperature for 24 hours. The mixture was concentrated and the residue was purified via HPLC (CH3CN/0.1 M AcOH) to yield 0.075 g of the titled compound. MS (m/z) 559 (MH+) and 581 (MNa+). mp 66.8° C.

Workup

  1. concentrationThe mixture was concentrated
  2. customthe residue was purified via HPLC (CH3CN/0.1 M AcOH)

Sources & evidence

ORD record
ord-cdbac40308a744308368ac496e36215c
Source dataset
uspto-grants-2005_05
Patent number
US06897225B1

Reaction notes

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