Water → HCID 10145303, compound

HRID 989684Notes

Reaction equation

HRID 989684 reaction equation
[C:1]([C:3]1[CH:4]=[CH:5][C:6]2[N:12]([CH2:13][CH2:14]S)[CH2:11][C@@H:10]([CH2:16][C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=3)[N:9]([S:23]([CH2:26][CH2:27][CH3:28])(=[O:25])=[O:24])[CH2:8][C:7]=2[CH:29]=1)#[N:2].[C:30](=[O:33])([O-])[O-].[K+].[K+].[OH2:36]>CN(C=O)C>[C:1]([C:3]1[CH:4]=[CH:5][C:6]2[N:12]([CH2:13][CH2:14][N:9]([O:33][CH2:30][C:3]3[CH:4]=[CH:5][CH:6]=[CH:7][CH:29]=3)[S:23]([CH3:26])(=[O:24])=[O:36])[CH2:11][C@@H:10]([CH2:16][C:17]3[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=3)[N:9]([S:23]([CH2:26][CH2:27][CH3:28])(=[O:25])=[O:24])[CH2:8][C:7]=2[CH:29]=1)#[N:2]

Participants

5

Reactant 3

HCID 962WaterHCID 11430Potassium CarbonateHCID 10296290HCID 10296290, compound

Product 1

HCID 10145303HCID 10145303, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A mixture of Compound B of Example 27 (95.2 mg, 0.2 mmol) and N-phenylmethoxyl methanesulfamide (44 mg, 0.22 mmol) was stirred with potassium carbonate (69 mg, 0.5 mmol) in DMF (1 mL) at 70-80° C. for 2 hours. Water (10 mL) was added and the precipitates were collected. The solids were dried in vacuo and redissolved in DCM. The DCM solution was filtered and the filtrate solution was concentrated to afford the title compound as a colorless foam, 119.0 mg (100%) MS m/e 597 (M+H)+.

Workup

  1. customthe precipitates were collected
  2. customThe solids were dried in vacuo
  3. dissolutionredissolved in DCM
  4. filtrationThe DCM solution was filtered
  5. concentrationthe filtrate solution was concentrated

Sources & evidence

ORD record
ord-dfd57925c677455899d0f35e853cd130
Source dataset
uspto-grants-2002_10
Patent number
US06458783B1

Reaction notes

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