Formaldehyde → HCID 54698238, compound

HRID 2214637Notes

Reaction equation

HRID 2214637 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([C:23]2[CH:28]=[CH:27][C:26]([F:29])=[CH:25][CH:24]=2)[N:9]([O:21][CH3:22])[C:10](=[O:20])[CH:11]=[C:12]2[C:16](=[O:17])OC(C)(C)[O:13]2)=[CH:4][CH:3]=1.C=O.[CH3:32][NH2:33].[CH3:34]O>>[F:29][C:26]1[CH:25]=[CH:24][C:23]([CH:8]([N:9]([O:21][CH3:22])[C:10]([C:11]2[CH2:32][N:33]([CH3:34])[C:16](=[O:17])[C:12]=2[OH:13])=[O:20])[C:5]2[CH:6]=[CH:7][C:2]([F:1])=[CH:3][CH:4]=2)=[CH:28][CH:27]=1

Participants

5

Reactant 4

HCID 712FormaldehydeHCID 887MethanolHCID 6329MethylamineHCID 73855572HCID 73855572, compound

Product 1

HCID 54698238HCID 54698238, compoundYield 42%

Procedure

N-[Bis-(4-fluorophenyl)-methyl]-2-(2,2-dimethyl-5-oxo-[1,3]-dioxolan-4-ylidene)-N-methoxy-acetamide, prepared using the methods described in the previous examples, was treated in methanol with paraformaldehyde and methylamine as described in the preparation of Compound 44, Method 44B, to give the title compound as a tan solid (42% yield). 1HNMR 400 MHz (DMSO-d6) δ (ppm): 2.9 (3H, broad s, NCH3), 3.1 (3H, broad s, OCH3), 4.2 (2H, broad, NCH2), 6.9 (1H, broad s, CH), 7.0–7.4 (8H, m, aromatics). HRMS (ES+) calculated for C20H22F2N3O4, [M+NH4]+: 406.157838. found: 406.158046.

Sources & evidence

ORD record
ord-2afdf7c7ccf446b2bde448420148d1bc
Source dataset
uspto-grants-2006_09
Patent number
US07109186B2

Reaction notes

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