Dichloromethane → HCID 66895991, compound

HRID 1255503Notes

Reaction equation

HRID 1255503 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 (92 g, 0.28 mol) in DCM (1200 mL) was cooled to 0° C., and HCl was bubbled through the solution for 10 minutes. The cooling bath was then removed, and the reaction mixture stirred for 2 hours. N2 was bubbled through the reaction mixture for 5 minutes, 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 was bubbled through the solution for 10 minutes
  2. customThe cooling bath was then removed
  3. customN2 was bubbled through the reaction mixture for 5 minutes
  4. customthe volatiles evaporated
  5. customThe residue was azeotroped with DCM (3×)

Sources & evidence

ORD record
ord-8f3d304de60742b5856a69548ea6cfae
Source dataset
uspto-grants-2013_06
Patent number
US08461107B2

Reaction notes

Loading…