Acetyl chloride → HCID 60133570, compound

HRID 2247069Notes

Reaction equation

HRID 2247069 reaction equation
[O:1]1[C:5]2([CH2:10][CH2:9][N:8]([C:11]3[CH:16]=[CH:15][C:14]([N:17]4[CH2:21][C@H:20]([CH2:22][NH2:23])[O:19][C:18]4=[O:24])=[CH:13][C:12]=3[F:25])[CH2:7][CH2:6]2)[O:4][CH2:3][CH2:2]1.[C:26](Cl)(=[O:28])[CH3:27].C([Li])CCC.[O:35]1CC[CH2:37][CH2:36]1>>[O:1]1[C:5]2([CH2:6][CH2:7][N:8]([C:11]3[CH:16]=[CH:15][C:14]([N:17]4[CH2:21][C@H:20]([CH2:22][N:23]([C:36](=[O:35])[CH3:37])[C:26](=[O:28])[CH3:27])[O:19][C:18]4=[O:24])=[CH:13][C:12]=3[F:25])[CH2:9][CH2:10]2)[O:4][CH2:3][CH2:2]1

Participants

5

Reactant 4

HCID 6367Acetyl chlorideHCID 8028TetrahydrofuranHCID 60133549HCID 60133549, compoundHCID 178418339Butyllithium

Product 1

HCID 60133570HCID 60133570, compound

Procedure

The title compound was prepared by reacting (S)-N-{3-[4-(1,4-dioxa-8-aza-spiro[4.5]dec-8-yl)-3-fluorophenyl]-2-oxo-oxazolidin-5-ylmethyl}-amine (0.2 mmol, Example I) with acetyl chloride (2.1 mmol), n-butyl lithium (0.2 mmol) in tetrahydrofuran at a temperature 0-25° C. for 3 hours followed by silica gel column chromatographic purification in % yield.

Workup

  1. customat a temperature 0-25° C.
  2. customfor 3 hours
  3. customfollowed by silica gel column chromatographic purification in % yield

Sources & evidence

ORD record
ord-9174b39e3ca64d508c5eb586869f7544
Source dataset
uspto-grants-2010_03
Patent number
US07687627B2

Reaction notes

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