2-Methyl-2-butene → HCID 71117805, compound

HRID 2368497Notes

Reaction equation

HRID 2368497 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[C:12]([C:13]([OH:15])=[O:14])=[CH:11][N:10]=[C:9]2C2C(F)=CC=C(F)C=2F)=[CH:4][CH:3]=1.FC1C=CC(N2C(C=O)=CN=[C:33]2[C:39](C)([CH3:50])[CH2:40][C:41]2[C:46]([F:47])=[CH:45][CH:44]=[C:43]([F:48])[C:42]=2[F:49])=CC=1.CC(=CC)C.Cl([O-])=O.[Na+].OP([O-])(O)=O.[Na+]>O.C(O)(C)(C)C>[F:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[C:12]([C:13]([OH:15])=[O:14])=[CH:11][N:10]=[C:9]2[C:39]([CH3:50])([CH3:33])[CH2:40][C:41]2[C:46]([F:47])=[CH:45][CH:44]=[C:43]([F:48])[C:42]=2[F:49])=[CH:4][CH:3]=1

Participants

8

Reactant 5

HCID 105532-Methyl-2-buteneHCID 23668197Sodium ChloriteHCID 23672064Monosodium phosphateHCID 71117907HCID 71117907, compoundHCID 86677552HCID 86677552, compound

Product 1

HCID 71117805HCID 71117805, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6386tert-ButanolSolvent

Procedure

1-(4-fluorophenyl)-2-(2-methyl-1-(2,3,6-trifluorophenyl)propan-2-yl)-1H-imidazole-5-carboxylic acid (37) was prepared in a similar manner as that described for the synthesis of compound 27 using 1-(4-fluorophenyl)-2-(2-methyl-1-(2,3,6-trifluorophenyl)propan-2-yl)-1H-imidazole-5-carbaldehyde (36) (59.2 mg, 0.16 mmol), 2-methyl-2-butene (2M in THF, 0.53 mL, 1.05 mmol), sodium chlorite (80%, 59.6 mg, 1.6 mmol), sodium phosphate mono-basic (14.7 mg, 0.12 mmol), tert-butanol (1.6 mL), and water (0.8 mL).

Sources & evidence

ORD record
ord-32b02424e52b49c38213c2efba3dd4dd
Source dataset
uspto-grants-2014_04
Patent number
US08703776B2

Reaction notes

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