1-Bromo-3,3-dimethylpentan-2-one → Cyclopentylidene[1-(3,3-dimethyl-2-oxopentyl)-6-methoxy-1H-indazol-3-yl]methyl dimethyl phosphate

HRID 229466Notes

Reaction equation

HRID 229466 reaction equation
[P:1]([O:23][CH3:24])([O:21][CH3:22])([O:3][C:4](=[C:16]1[CH2:20][CH2:19][CH2:18][CH2:17]1)[C:5]1[C:13]2[C:8](=[CH:9][C:10]([O:14][CH3:15])=[CH:11][CH:12]=2)[NH:7][N:6]=1)=[O:2].Br[CH2:26][C:27](=[O:33])[C:28]([CH3:32])([CH3:31])[CH2:29][CH3:30]>>[P:1]([O:23][CH3:24])([O:21][CH3:22])([O:3][C:4](=[C:16]1[CH2:20][CH2:19][CH2:18][CH2:17]1)[C:5]1[C:13]2[C:8](=[CH:9][C:10]([O:14][CH3:15])=[CH:11][CH:12]=2)[N:7]([CH2:26][C:27](=[O:33])[C:28]([CH3:32])([CH3:31])[CH2:29][CH3:30])[N:6]=1)=[O:2]

Participants

3

Reactant 2

HCID 128223071-Bromo-3,3-dimethylpentan-2-oneHCID 68850940Cyclopentylidene(6-methoxy-1H-indazol-3-yl)methyl dimethyl phosphate

Product 1

HCID 68852053Cyclopentylidene[1-(3,3-dimethyl-2-oxopentyl)-6-methoxy-1H-indazol-3-yl]methyl dimethyl phosphate

Procedure

The title compound was prepared from cyclopentylidene(6-methoxy-1H-indazol-3-yl)methyl dimethyl phosphate from Step B Example 6 and 1-Bromo-3,3-dimethylpentan-2-one from Step A Example 4 using the procedure described in Method I Step C of Example 1 followed by RP-HPLC purification using 35˜100% MeCN gradient without TFA. It was obtained as a colorless solid after lyophilization. LC-MS: 3.70 min. (m/Z=339.2, 465.2, 487.1).

Workup

  1. customfollowed by RP-HPLC purification
  2. customIt was obtained as a colorless solid after lyophilization
  3. custom3.70 min. (m/Z=339.2, 465.2, 487.1)

Sources & evidence

ORD record
ord-9b0ff9388c334eb3a19b5626fa04a8f0
Source dataset
uspto-grants-2009_07
Patent number
US07563816B2

Reaction notes

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