Bromopinacolone → Cyclopentylidene[1-(3,3-dimethyl-2-oxobutyl)-6-methoxy-1H-indazol-3-yl]methyl dimethyl phosphate

HRID 229465Notes

Reaction equation

HRID 229465 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:32])[C:28]([CH3:31])([CH3:30])[CH3:29]>>[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:32])[C:28]([CH3:31])([CH3:30])[CH3:29])[N:6]=1)=[O:2]

Participants

3

Reactant 2

HCID 21642BromopinacoloneHCID 68850940Cyclopentylidene(6-methoxy-1H-indazol-3-yl)methyl dimethyl phosphate

Product 1

HCID 68854752Cyclopentylidene[1-(3,3-dimethyl-2-oxobutyl)-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 and 1-bromo-3,3-dimethylbutan-2-one using the procedure described in Method I Step C of Example 1 followed by RP-HPLC purification using 30-100% MeCN gradient without TFA. It was obtained as a solid following lyophilization. LC-MS: 3.56 min. (m/Z=325.2, 451.2, 473.1).

Workup

  1. customfollowed by RP-HPLC purification
  2. customIt was obtained as a solid following lyophilization
  3. custom3.56 min. (m/Z=325.2, 451.2, 473.1)

Sources & evidence

ORD record
ord-11c0d38286f04da7bf7a3fe9b1d34971
Source dataset
uspto-grants-2009_07
Patent number
US07563816B2

Reaction notes

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