HCID 69384227, compound → HCID 69385724, compound

HRID 916802Notes

Reaction equation

HRID 916802 reaction equation
[CH3:1][C:2]1(C)[O:7][C:6]2[CH:8]=[CH:9][C:10]([C@@H:12]([OH:38])[CH2:13][NH:14][CH2:15][CH2:16][C:17]3[CH:37]=[CH:36][C:20]([O:21][CH2:22][CH2:23][O:24][CH2:25][C:26]4[CH:27]=[C:28]([NH:32][C:33]([NH2:35])=[O:34])[CH:29]=[CH:30][CH:31]=4)=[CH:19][CH:18]=3)=[CH:11][C:5]=2[CH2:4][O:3]1>C(O)(=O)C.O>[C:2]([OH:7])(=[O:3])[CH3:1].[OH:38][C@H:12]([C:10]1[CH:9]=[CH:8][C:6]([OH:7])=[C:5]([CH2:4][OH:3])[CH:11]=1)[CH2:13][NH:14][CH2:15][CH2:16][C:17]1[CH:37]=[CH:36][C:20]([O:21][CH2:22][CH2:23][O:24][CH2:25][C:26]2[CH:27]=[C:28]([NH:32][C:33]([NH2:35])=[O:34])[CH:29]=[CH:30][CH:31]=2)=[CH:19][CH:18]=1

Participants

4

Reactant 1

HCID 69384227HCID 69384227, compound

Product 1

HCID 69385724HCID 69385724, compoundYield 208.9%

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 962WaterSolvent

Procedure

N-[3-({2-[4-(2-{[(2R)-2-(2,2-Dimethyl-4H-1,3-benzodioxin-6-yl)-2-hydroxyethyl]amino}ethyl)phenoxy]ethoxy}methyl)phenyl]urea (12 mg) in acetic acid (1.5 mL) and water (0.5 mL) was heated at 75° C. for 0.5 h. The solution was then concentrated in vacuo and azeotroped with MeOH to give the title compound (13 mg). LCMS RT=2.18 min. ES+ve 496 (MH)+

Workup

  1. concentrationThe solution was then concentrated in vacuo
  2. customazeotroped with MeOH

Sources & evidence

ORD record
ord-4fbcc89425534370a98ff7b06b01b605
Source dataset
uspto-grants-2007_09
Patent number
US07271197B2

Reaction notes

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