Oxazol-2-ylmethanamine → HCID 59481288, compound

HRID 2067687Notes

Reaction equation

HRID 2067687 reaction equation
CC1C=C([N:7]2[CH2:11][CH2:10][N:9]([CH2:12][CH2:13][O:14]C3C=CC=CC=3)C2=O)SC=1C(O)=O.[F:25][C:26]1[CH:47]=[CH:46][C:29]([CH2:30][N:31]2[CH2:35][CH2:34][N:33]([C:36]3[S:40][C:39]([C:41](O)=[O:42])=[C:38]([CH3:44])[CH:37]=3)[C:32]2=[O:45])=[CH:28][CH:27]=1.O1C=CN=C1CN>>[F:25][C:26]1[CH:47]=[CH:46][C:29]([CH2:30][N:31]2[CH2:35][CH2:34][N:33]([C:36]3[S:40][C:39]([C:41]([NH:7][CH2:11][C:10]4[O:14][CH:13]=[CH:12][N:9]=4)=[O:42])=[C:38]([CH3:44])[CH:37]=3)[C:32]2=[O:45])=[CH:28][CH:27]=1

Participants

4

Reactant 3

HCID 18947655Oxazol-2-ylmethanamineHCID 580314563-Methyl-5-(2-oxo-3-(2-phenoxyethyl)imidazolidin-1-yl)thiophene-2-carboxylic acidHCID 580314655-(3-(4-Fluorobenzyl)-2-oxoimidazolidin-1-yl)-3-methylthiophene-2-carboxylic acid

Product 1

HCID 59481288HCID 59481288, compoundYield 35%

Procedure

Following the procedures as described in Example 55, making variations as required to replace 3-methyl-5-(2-oxo-3-(2-phenoxyethyl)imidazolidin-1-yl)thiophene-2-carboxylic acid with 5-(3-(4-fluorobenzyl)-2-oxoimidazolidin-1-yl)-3-methylthiophene-2-carboxylic acid to react with oxazol-2-ylmethanamine, the title compound was obtained as a colorless solid in 35% yield: 1H NMR (300 MHz, CDCl3) δ 7.63 (s, 1H), 7.31-7.24 (m, 2H), 7.09-7.00 (m, 3H), 6.34 (t, J=5.0 Hz, 1H), 6.12 (s, 1H), 4.71 (d, J=5.0 Hz, 2H), 4.44 (s, 2H), 3.84-3.76 (m, 2H), 3.47-3.40 (m, 2H), 2.50 (s, 3H); MS (ES+) m/z 437.1 (M+23).

Sources & evidence

ORD record
ord-0d29b8dd6cdd4d7bb39efdca0b42d8a4
Source dataset
uspto-grants-2012_10
Patent number
US08293768B2

Reaction notes

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