Acetyl chloride → HCID 86608927, compound

HRID 2112407Notes

Reaction equation

HRID 2112407 reaction equation
[NH2:1][C:2]1[C:3]2[CH:10]=[CH:9][N:8]([C@@H:11]3[O:17][C@H:16]([CH2:18][OH:19])[C@@H:14]([OH:15])[C@@:12]3(C)[OH:13])[C:4]=2[N:5]=[CH:6][N:7]=1.[C:21](Cl)(=[O:23])[CH3:22]>C(O)(=O)C>[NH2:1][C:2]1[C:3]2[CH:10]=[CH:9][N:8]([C@@H:11]3[O:17][C@H:16]([CH2:18][O:19][C:16](=[O:17])[CH3:18])[C@@H:14]([O:15][C:14](=[O:15])[CH2:12][CH3:11])[C@H:12]3[O:13][C:21](=[O:23])[CH3:22])[C:4]=2[N:5]=[CH:6][N:7]=1

Participants

4

Reactant 2

HCID 6367Acetyl chlorideHCID 30118937-Deaza-2'-C-methyladenosine

Product 1

HCID 86608927HCID 86608927, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

To a solution of the product from Step 3 (1.10 g, 3.92 mmol) in glacial acetic acid (8 mL) was added acetyl chloride (3 mL) and the mixture stirred at room temp overnight. The reaction was concentrated in vacuo and the residue was plated onto silica gel column with dichloromethane and eluded by ramping to 5% methanol in dichloromethane to give 1.5 g (94%);

Workup

  1. concentrationThe reaction was concentrated in vacuo
  2. customto give 1.5 g (94%)

Sources & evidence

ORD record
ord-7f36ecc9377f40598ca1fe202a27c4c5
Source dataset
uspto-grants-2009_04
Patent number
US07524825B2

Reaction notes

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