Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Paraformaldehyde methylamine | HCID 22018472 | — |
| Reactant | HCID 73738617 | HCID 73738617 | — |
| Product | HCID 54704641 | HCID 54704641 | 47% |
Reaction Steps
Reaction of N-(3,4-dichloro-benzyl)-2-(2,2-dimethyl-5-oxo-[1,3]dioxolan-4-ylidene)-N-(3-morpholin-4-yl-propoxy)-acetamide (0.200 g, 0.42 mmol) with the paraformaldehyde-methylamine adduct in methanol using a procedure similar to the one described in the preparation of compound 44 (method 44B) gave 0.090 g (47% yield) of the title compound as a white amorphous solid after chromatography on reversed phase silica gel. 1HNMR 400 MHz (DMSO-d6) δ (ppm); 1.66 (2H, m, CH2), 2.27 (2H, t, J=7.1 Hz, NCH2), 2.32 (4H, broad, 2×NCH2), 2.95 (3H, s, NCH3), 3.55 (4H, broad, 2×OCH2), 3.86 (2H, broad t, OCH2), 4.06 (2H, s, NCH2), 4.88 (2H, s, NCH2), 7.35 (1H, dd, J=2 Hz and J=8.1 Hz, aromatic), 7.61 (1H, d, J=8.1 Hz, aromatic), 7.65 (1H, d, J=2 Hz, aromatic). HRMS (FAB+) calculated for C20H26Cl2N3O5: [M+H]+: 458.124952. found: 458.123753.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07109186B2 |
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| Source dataset | uspto-grants-2006_09 |
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| ORD ID | ord-f77aafeebc304a96a3a56fc8ac159846 |
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| Source note | uspto-grants-2006_09 |
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