Formaldehyde → HCID 54698187, compound

HRID 2214503Notes

Reaction equation

HRID 2214503 reaction equation
COC(=O)C(O)=CC(=O)N(CC1C=CC(F)=CC=1)C.C=O.[Cl:22][C:23]1[CH:28]=[C:27]([Cl:29])[CH:26]=[CH:25][C:24]=1[CH2:30][CH2:31][NH2:32].[F:33][C:34]1[CH:52]=[CH:51][C:37]([CH2:38][N:39]([CH3:50])[C:40]([C:42]2[CH2:43]N(C)[C:45](=[O:48])[C:46]=2[OH:47])=[O:41])=[CH:36][CH:35]=1>>[F:33][C:34]1[CH:52]=[CH:51][C:37]([CH2:38][N:39]([CH3:50])[C:40]([C:42]2[CH2:43][N:32]([CH2:31][CH2:30][C:24]3[CH:25]=[CH:26][C:27]([Cl:29])=[CH:28][C:23]=3[Cl:22])[C:45](=[O:48])[C:46]=2[OH:47])=[O:41])=[CH:36][CH:35]=1

Participants

5

Reactant 4

HCID 712FormaldehydeHCID 1429382,4-DichlorophenethylamineHCID 54698182N-[(4-fluorophenyl)methyl]-4-hydroxy-N,1-dimethyl-5-oxo-2H-pyrrole-3-carboxamideHCID 696556793-[(4-Fluoro-benzyl)-methyl-carbamoyl]-2-hydroxy-acrylic acid methyl ester

Product 1

HCID 54698187HCID 54698187, compound

Procedure

3-[(4-Fluoro-benzyl)-methyl-carbamoyl]-2-hydroxy-acrylic acid methyl ester (Compound 1-D) was treated with paraformaldehyde and 2-(2,4-dichloro-phenyl)-ethylamine as described in the preparation of Compound 1. 1H NMR (500 MHz, CDCl3) δ: 2.99 (s, 3), 3.03 (t, 2, J=7), 3.74 (t, J=7), 4.06 (s, 2), 4.60 (s, 2), 7.03–7.37 (overlapping m, 7). 13C NMR (125 MHz, CDCl3) δ: 31.76, 34.67, 42.95, 49.48, 51.61, 109.74, 115.76, 115.93, 127.53, 129.27, 129.32, 129.53, 131.63, 131.78, 131.80, 133.57, 134.14, 134.65, 152.19, 161.44, 163.40, 165.24, 165.98.

Sources & evidence

ORD record
ord-17668245409b4c2e9f3a03b0e9324033
Source dataset
uspto-grants-2006_09
Patent number
US07109186B2

Reaction notes

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