Ethyl 3-methyl-5-(2-oxo-3-(4-(trifluoromethyl)benzyl)imidazolidin-1-yl)thiophene-2-carboxylate → HCID 25095414, compound

HRID 2067484Notes

Reaction equation

HRID 2067484 reaction equation
[CH3:1][C:2]1[CH:6]=[C:5]([N:7]2[CH2:11][CH2:10][N:9]([CH2:12][C:13]3[CH:18]=[CH:17]C(C(F)(F)F)=CC=3)[C:8]2=[O:23])[S:4][C:3]=1[C:24]([O:26]CC)=[O:25].C1(CN2CCN(C3SC(C(OCC)=O)=C(C)C=3)C2=O)CC1>>[CH:13]1([CH2:12][N:9]2[CH2:10][CH2:11][N:7]([C:5]3[S:4][C:3]([C:24]([OH:26])=[O:25])=[C:2]([CH3:1])[CH:6]=3)[C:8]2=[O:23])[CH2:18][CH2:17]1

Participants

3

Reactant 2

HCID 58031427Ethyl 3-methyl-5-(2-oxo-3-(4-(trifluoromethyl)benzyl)imidazolidin-1-yl)thiophene-2-carboxylateHCID 58031615Ethyl 5-(3-(cyclopropylmethyl)-2-oxoimidazolidin-1-yl)-3-methylthiophene-2-carboxylate

Product 1

HCID 25095414HCID 25095414, compoundYield 80%

Procedure

Following the procedure as described in Example 14, making variations as required to replace ethyl 3-methyl-5-(2-oxo-3-(4-(trifluoromethyl)benzyl)imidazolidin-1-yl)thiophene-2-carboxylate with ethyl 5-(3-(cyclopropylmethyl)-2-oxoimidazolidin-1-yl)-3-methylthiophene-2-carboxylate, the title compound was obtained as a colorless solid in 80% yield: 1H NMR (300 MHz, DMSO-d6) δ 12.32 (br s, 1H), 6.27 (s, 1H), 3.89-3.78 (m, 2H), 3.69-3.58 (m, 2H), 3.06 (d, J=6.9 Hz, 2H), 2.39 (s, 3H), 1.00-0.86 (m, 1H), 0.53-0.44 (m, 2H), 0.25-0.18 (m, 2H); MS (ES+) m/z 281.2 (M+1).

Sources & evidence

ORD record
ord-7d90102912c943608c2cc994bf38cfcc
Source dataset
uspto-grants-2012_10
Patent number
US08293768B2

Reaction notes

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