Dichloromethane → HCID 66895991, compound

HRID 2377625Notes

Reaction equation

HRID 2377625 reaction equation
[CH:1]1([S:4]([NH:7][C:8]([C@@:10]2([NH:15]C(=O)OC(C)(C)C)[CH2:12][C@H:11]2[CH2:13][CH3:14])=[O:9])(=[O:6])=[O:5])[CH2:3][CH2:2]1.C(Cl)[Cl:24]>>[ClH:24].[NH2:15][C@:10]1([C:8]([NH:7][S:4]([CH:1]2[CH2:3][CH2:2]2)(=[O:6])=[O:5])=[O:9])[CH2:12][C@H:11]1[CH2:13][CH3:14]

Participants

3

Reactant 2

HCID 6344DichloromethaneHCID 70324238HCID 70324238, compound

Product 1

HCID 66895991HCID 66895991, compound

Procedure

A solution of the product from Step 1 above (92 g, 0.28 mol) in DCM (1200 mL) was cooled to 0° C. and HCl bubbled through the solution for 10 min, the cooling bath removed and the recation mixture stirred for 2 h. Nitrogen was bubbled through the reaction mixture for 5 min and the volatiles evaporated. The residue was azeotroped with DCM (×3) to give an off white powder (75 g). LRMS (M+H)+ Calcd.=233; found 233.

Workup

  1. customHCl bubbled through the solution for 10 min
  2. customthe cooling bath removed
  3. customNitrogen was bubbled through the reaction mixture for 5 min
  4. customthe volatiles evaporated
  5. customThe residue was azeotroped with DCM (×3)

Sources & evidence

ORD record
ord-513af494695d4816a1ed6d3ebddab579
Source dataset
uspto-grants-2008_12
Patent number
US07470664B2

Reaction notes

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