HCID 178468689, compound → 4-(3-amino-3-oxopropoxy)-3-[(E)-2-(4-fluorophenyl)ethenyl]-1H-indazole-5-carboxylic acid

HRID 34102Notes

Reaction equation

C([O:3][C:4]([C:6]1[C:7]([O:24][CH2:25][CH2:26][C:27](=[O:29])[NH2:28])=[C:8]2[C:12](=[CH:13][CH:14]=1)[NH:11][N:10]=[C:9]2/[CH:15]=[CH:16]/[C:17]1[CH:22]=[CH:21][C:20]([F:23])=[CH:19][CH:18]=1)=[O:5])C>S(=O)(=O)(O)O>[C:27]([CH2:26][CH2:25][O:24][C:7]1[C:6]([C:4]([OH:5])=[O:3])=[CH:14][CH:13]=[C:12]2[C:8]=1[C:9](/[CH:15]=[CH:16]/[C:17]1[CH:22]=[CH:21][C:20]([F:23])=[CH:19][CH:18]=1)=[N:10][NH:11]2)(=[O:29])[NH2:28]

Participants

Conditions

Temperature: 35 °C

Procedure

85.3 mg of 4-(2-carbamoylethoxy)-3-[(E)-2-(4-fluorophenyl)-vinyl]-1H-indazole-5-carboxylic acid ethyl ester obtained by Example 763 was dissolved in 3 mL of concentrated sulfuric acid, stirred at 35° C. for 16 hours, and then added with ice under ice cooling. The precipitated crystals were collected by filtration, washed with water, and then dried under reduced pressure, to afford 43.7 mg of the title compound as yellow crude crystals.

Workup

additionadded with ice under ice cooling
filtrationThe precipitated crystals were collected by filtration
washwashed with water
customdried under reduced pressure

Sources & evidence

ORD record: ord-c07f796ab20845708b68186787d34af2
Source dataset: uspto-grants-2008_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07429609B2

Reaction notes

Loading…