4-Bromobutyryl chloride → HCID 68313412, compound

HRID 1887027Notes

Reaction equation

HRID 1887027 reaction equation
[N:1]1[N:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]2=[C:3]([C:10]2[N:18]=[C:17]3[C:13]([N:14]=[C:15]([NH2:25])[N:16]3[CH:19]3[CH2:24][CH2:23][O:22][CH2:21][CH2:20]3)=[CH:12][N:11]=2)[CH:2]=1.CCN(C(C)C)C(C)C.Br[CH2:36][CH2:37][CH2:38][C:39](Cl)=[O:40]>CN(C=O)C>[N:1]1[N:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]2=[C:3]([C:10]2[N:18]=[C:17]3[C:13]([N:14]=[C:15]([N:25]4[CH2:36][CH2:37][CH2:38][C:39]4=[O:40])[N:16]3[CH:19]3[CH2:20][CH2:21][O:22][CH2:23][CH2:24]3)=[CH:12][N:11]=2)[CH:2]=1

Participants

5

Reactant 3

HCID 702254-Bromobutyryl chlorideHCID 81531DiisopropylethylamineHCID 68313276HCID 68313276, compound

Product 1

HCID 68313412HCID 68313412, compoundYield 6%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a suspension of example 33 (25 mg, 0.075 mmol) in DMF (1.5 mL), DIPEA (0.04 mL, 0.22 mmol) and 4-bromobutyryl chloride (0.01 mL, 0.082 mmol) were added. The reaction mixture was stirred at room temperature overnight. The solvent was evaporated to dryness and 1.7 mg of the title compound were obtained (yield 6%) after HPLC preparative purification.

Workup

  1. customThe solvent was evaporated to dryness

Sources & evidence

ORD record
ord-4dd17625403149b7bb6e95c97332cf79
Source dataset
uspto-grants-2013_08
Patent number
US08501735B2

Reaction notes

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