Acetyl chloride → HCID 25114644, compound

HRID 1640534Notes

Reaction equation

HRID 1640534 reaction equation
[NH2:1][CH:2]([CH2:21][CH2:22][C:23]1[C:32]2[C:27](=[CH:28][CH:29]=[C:30]([O:33][CH3:34])[N:31]=2)[N:26]=[CH:25][CH:24]=1)[CH2:3][CH2:4][CH:5]1[O:9][C:8](=[O:10])[N:7]([C:11]2[CH:20]=[CH:19][C:14]3[O:15][CH2:16][CH2:17][O:18][C:13]=3[CH:12]=2)[CH2:6]1.[C:35](Cl)([CH3:37])=[O:36]>C(Cl)Cl>[O:15]1[C:14]2[CH:19]=[CH:20][C:11]([N:7]3[CH2:6][CH:5]([CH2:4][CH2:3][CH:2]([NH:1][C:35](=[O:36])[CH3:37])[CH2:21][CH2:22][C:23]4[C:32]5[C:27](=[CH:28][CH:29]=[C:30]([O:33][CH3:34])[N:31]=5)[N:26]=[CH:25][CH:24]=4)[O:9][C:8]3=[O:10])=[CH:12][C:13]=2[O:18][CH2:17][CH2:16]1

Participants

4

Reactant 2

HCID 6367Acetyl chlorideHCID 25114643HCID 25114643, compound

Product 1

HCID 25114644HCID 25114644, compoundYield 88%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of the compound of Example 116 (0.05 g, 0.1 mmol) in DCM (1 mL) at rt was treated sequentially with TEA (0.03 mL, 2 eq.) and AcCl (1.5 eq.). The mixture was stirred at rt for 1 h, washed with water (2 mL) and purified by FC (EA, EA/MeOH 9:1) to give the title compound as a colourless foam (0.048 g, 88% yield).

Workup

  1. washwashed with water (2 mL)
  2. custompurified by FC (EA, EA/MeOH 9:1)

Sources & evidence

ORD record
ord-00e31560ab254d018639fd38884a151e
Source dataset
uspto-grants-2012_02
Patent number
US08114867B2

Reaction notes

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