Water → HCID 59633998, compound

HRID 1615076Notes

Reaction equation

HRID 1615076 reaction equation
[OH:1][CH2:2][CH2:3][O:4][C:5]1[CH:10]=[CH:9][N:8]=[C:7]([C:11]([N:13]2[CH2:16][CH:15]([C:17]3[CH:22]=[CH:21][C:20]([O:23][CH2:24][C:25]4[CH2:29][CH2:28][C:27]5([CH2:33][CH2:32][CH2:31][CH2:30]5)[CH:26]=4)=[C:19]([O:34][CH3:35])[CH:18]=3)[CH2:14]2)=[O:12])[CH:6]=1.C(N(CC)CC)C.[CH3:43][S:44](Cl)(=[O:46])=[O:45].O>C(Cl)(Cl)Cl>[CH3:43][S:44]([O:1][CH2:2][CH2:3][O:4][C:5]1[CH:10]=[CH:9][N:8]=[C:7]([C:11]([N:13]2[CH2:16][CH:15]([C:17]3[CH:22]=[CH:21][C:20]([O:23][CH2:24][C:25]4[CH2:29][CH2:28][C:27]5([CH2:30][CH2:31][CH2:32][CH2:33]5)[CH:26]=4)=[C:19]([O:34][CH3:35])[CH:18]=3)[CH2:14]2)=[O:12])[CH:6]=1)(=[O:46])=[O:45]

Participants

6

Reactant 4

HCID 962WaterHCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 59634025HCID 59634025, compound

Product 1

HCID 59633998HCID 59633998, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

To a solution of [4-(2-hydroxyethoxy)-pyridin-2-yl]-{3-[3-methoxy-4-(spiro[4.4]non-1-en-2-ylmethoxy)phenyl]-azetidin-1-yl}-methanone (0.040 g) prepared in Example 11 (3) in chloroform (3.0 mL) were added triethylamine (0.028 mL) and methanesulfonyl chloride (0.014 mL). The reaction mixture was stirred at RT for 30 minutes. Water was added to the reaction mixture. The organic layer was dried over MgSO4. The solvent was removed under reduced pressure to give the crude title compound.

Workup

  1. dry with materialThe organic layer was dried over MgSO4
  2. customThe solvent was removed under reduced pressure

Sources & evidence

ORD record
ord-eeaf403d9bf34af099b61d400025877b
Source dataset
uspto-grants-2014_07
Patent number
US08765739B2

Reaction notes

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