Sodium Cyanate → HCID 59259075, compound

HRID 1046377Notes

Reaction equation

HRID 1046377 reaction equation
[CH:1]([C:4]1[CH:9]=[CH:8][C:7]([C:10]([C:12]2[CH:17]=[C:16]([O:18][CH2:19][C:20]#[CH:21])[CH:15]=[CH:14][C:13]=2[NH:22][CH2:23][C:24]2[C:25]([O:30][CH2:31][CH2:32][O:33][CH3:34])=[N:26][CH:27]=[CH:28][CH:29]=2)=O)=[CH:6][CH:5]=1)([CH3:3])[CH3:2].[O-:35][C:36]#[N:37].[Na+]>C(O)(=O)C>[CH:1]([C:4]1[CH:9]=[CH:8][C:7]([C:10]2[C:12]3[C:13](=[CH:14][CH:15]=[C:16]([O:18][CH2:19][C:20]#[CH:21])[CH:17]=3)[N:22]([CH2:23][C:24]3[C:25]([O:30][CH2:31][CH2:32][O:33][CH3:34])=[N:26][CH:27]=[CH:28][CH:29]=3)[C:36](=[O:35])[N:37]=2)=[CH:6][CH:5]=1)([CH3:3])[CH3:2]

Participants

4

Reactant 2

HCID 517096Sodium CyanateHCID 59259093HCID 59259093, compound

Product 1

HCID 59259075HCID 59259075, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

To a solution of 200 mg (0.436 mmol) (4-Isopropyl-phenyl)-(2-{[2-(2-methoxy-ethoxy)-pyridin-3-ylmethyl]-amino}-5-prop-2-ynyloxy-phenyl)-methanone in 1.5 ml acetic acid is added 28 mg (0.436 mmol) sodium cyanate. After stirring for 2 h the solvent is removed in vacuo and the residue is partitioned between CH2Cl2 and water. The organic layer is dried and evaporated. Purification of the crude product by flash-chromatography (CH2Cl2/ether 3:7) affords a yellow oil.

Workup

  1. customis removed in vacuo
  2. customthe residue is partitioned between CH2Cl2 and water
  3. customThe organic layer is dried
  4. customevaporated
  5. customPurification of the crude product by flash-chromatography (CH2Cl2/ether 3:7)
  6. customaffords a yellow oil

Sources & evidence

ORD record
ord-2aae698d2d05488a87a8db8f7ab5ca84
Source dataset
uspto-grants-2013_10
Patent number
US08569317B2

Reaction notes

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