Hydrochloric Acid → HCID 58223008, compound

HRID 2093759Notes

Reaction equation

C[O:2][C:3]([C:5]1[CH:35]=[CH:34][C:8]([CH2:9][NH:10][C:11]2[N:16]=[C:15]([O:17][CH2:18][C:19]([F:22])([F:21])[F:20])[N:14]=[C:13]([NH:23][C:24]3[CH:33]=[CH:32][C:27]([C:28]([O:30]C)=[O:29])=[CH:26][CH:25]=3)[N:12]=2)=[CH:7][CH:6]=1)=[O:4].C([O-])([O-])=O.[K+].[K+].O.Cl>CC(C)=O>[C:3]([C:5]1[CH:6]=[CH:7][C:8]([CH2:9][NH:10][C:11]2[N:16]=[C:15]([O:17][CH2:18][C:19]([F:20])([F:21])[F:22])[N:14]=[C:13]([NH:23][C:24]3[CH:25]=[CH:26][C:27]([C:28]([OH:30])=[O:29])=[CH:32][CH:33]=3)[N:12]=2)=[CH:34][CH:35]=1)([OH:4])=[O:2]

Participants

Conditions

Temperature: 115 °C

Procedure

A mixture of methyl 4-(4-(4-(methoxycarbonyl)benzylamino)-6-(2,2,2-trifluoroethoxy)-1,3,5-triazin-2-ylamino)benzoate (2.9 g) and K2CO3 (3.26 g) in acetone (20 mL)/water (20.00 mL) was heated at 115° C. for 24 hours. After cooling to room temperature, the mixture was acidified with 1 N HCl to pH=3. The white precipitate was collected, washed with water and dried under vacuum to give 4-(4-(4-carboxybenzylamino)-6-(2,2,2-trifluoroethoxy)-1,3,5-triazin-2-ylamino)benzoic acid (2.6 g).

Workup

temperatureAfter cooling to room temperature
customThe white precipitate was collected
washwashed with water
customdried under vacuum

Sources & evidence

ORD record: ord-931a4fa1f86d4566b4d0364803f5964b
Source dataset: uspto-grants-2013_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08445490B2

Reaction notes

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