4-Bromobutyryl chloride → HCID 68313412, compound

HRID 1843133Notes

Reaction equation

HRID 1843133 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) ware 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-c75d311e83384444948b575acd7bbc33
Source dataset
uspto-grants-2015_02
Patent number
US08946257B2

Reaction notes

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