Hydrochloric Acid → HCID 53750299, compound

HRID 486655Notes

Reaction equation

HRID 486655 reaction equation
[C:1]([C:5]1[CH:10]=[CH:9][C:8]([S:11]([NH:14][C:15]2[C:20]([O:21][C:22]3[CH:27]=[CH:26][CH:25]=[CH:24][C:23]=3[O:28][CH3:29])=[C:19]([O:30][CH2:31][C@H:32]3[CH2:36][O:35]C(C)(C)[O:33]3)[N:18]=[C:17]([CH3:39])[N:16]=2)(=[O:13])=[O:12])=[CH:7][CH:6]=1)([CH3:4])([CH3:3])[CH3:2].Cl>CCO>[C:1]([C:5]1[CH:6]=[CH:7][C:8]([S:11]([NH:14][C:15]2[C:20]([O:21][C:22]3[CH:27]=[CH:26][CH:25]=[CH:24][C:23]=3[O:28][CH3:29])=[C:19]([O:30][CH2:31][C@H:32]([OH:33])[CH2:36][OH:35])[N:18]=[C:17]([CH3:39])[N:16]=2)(=[O:13])=[O:12])=[CH:9][CH:10]=1)([CH3:4])([CH3:3])[CH3:2]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 53731513HCID 53731513, compound

Product 1

HCID 53750299HCID 53750299, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
50 °C

Procedure

A solution of 1.85 g of (S)-4-tert-butyl-N-[6-(2,2-dimethyl-1,3-dioxolan-4-ylmethoxy)-5-(2-methoxy-phenoxy)-2-methylpyrimidin-4-yl]-benzenesulfonamide in EtOH (15 ml) was treated with 3 ml of conc. HCl and heated to 50° C. for 2 minutes. After evaporation, the residue was extracted with ether and yielded (R)-4-tert-butyl-N-[6-(2,3-dihydroxy-propoxy)-5-(2-methoxy-phenoxy)-2-methyl-pyrimidin-4-yl]-benzenesulfonamide as a foam.

Workup

  1. customAfter evaporation
  2. extractionthe residue was extracted with ether

Sources & evidence

ORD record
ord-93a6518a137a4fbf8a42436631bd7ab1
Source dataset
uspto-grants-1994_03
Patent number
US05292740

Reaction notes

Loading…