Chloroacetyl chloride → HCID 69286868, compound

HRID 34133Notes

Reaction equation

[F:1][C:2]1[CH:10]=[C:9]2[C:5]([C:6](/[CH:30]=[CH:31]/[C:32]3[CH:37]=[CH:36][C:35]([F:38])=[CH:34][CH:33]=3)=[N:7][N:8]2[C:11]([C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)[C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)=[CH:4][C:3]=1[NH2:39].C(=O)([O-])O.[Na+].[Cl:45][CH2:46][C:47](Cl)=[O:48]>C(Cl)(Cl)Cl>[Cl:45][CH2:46][C:47]([NH:39][C:3]1[CH:4]=[C:5]2[C:9](=[CH:10][C:2]=1[F:1])[N:8]([C:11]([C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)([C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1)[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)[N:7]=[C:6]2/[CH:30]=[CH:31]/[C:32]1[CH:33]=[CH:34][C:35]([F:38])=[CH:36][CH:37]=1)=[O:48]

Participants

Conditions

Temperature: 0 °C

Procedure

400 mg of 6-fluoro-3-[(E)-2-(4-fluorophenyl)-vinyl]-1-trityl-1H-indazol-5-ylamine synthesized in Production Example 182 was dissolved in 20 ml of chloroform, 20 ml of a saturated aqueous solution of sodium hydrogen carbonate and 124 μl of chloroacetyl chloride were added thereto at 0° C., and then the resulting mixture was stirred at room temperature overnight. The organic layer was washed with water and saturated brine, dried over anhydrous magnesium sulfate, and then the solvent was evaporated, to give 495 mg of the title compound as a yellow solid.

Workup

washThe organic layer was washed with water and saturated brine
dry with materialdried over anhydrous magnesium sulfate
customthe solvent was evaporated

Sources & evidence

ORD record: ord-ed827bab80e84cb4b76d7cbf35f829e8
Source dataset: uspto-grants-2008_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07429609B2

Reaction notes

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