Benzenemethanamine, 3,4-dimethyl- → HCID 54711735, compound

HRID 1822716Notes

Reaction equation

HRID 1822716 reaction equation
C(O[C:4]([C:6]1[N:7]=[C:8]([C:15]2[C:20]([O:21][CH3:22])=[CH:19][CH:18]=[CH:17][C:16]=2[O:23][CH3:24])[N:9]([CH3:14])[C:10](=[O:13])[C:11]=1[OH:12])=[O:5])C.[CH3:25][C:26]1[CH:27]=[C:28]([CH:31]=[CH:32][C:33]=1[CH3:34])[CH2:29][NH2:30]>>[CH3:25][C:26]1[CH:27]=[C:28]([CH:31]=[CH:32][C:33]=1[CH3:34])[CH2:29][NH:30][C:4]([C:6]1[N:7]=[C:8]([C:15]2[C:16]([O:23][CH3:24])=[CH:17][CH:18]=[CH:19][C:20]=2[O:21][CH3:22])[N:9]([CH3:14])[C:10](=[O:13])[C:11]=1[OH:12])=[O:5]

Participants

3

Reactant 2

HCID 66888Benzenemethanamine, 3,4-dimethyl-HCID 54691439HCID 54691439, compound

Product 1

HCID 54711735HCID 54711735, compound

Procedure

Prepared according to the procedure described for example 2 from 2-(2,6-dimethoxy-phenyl)-5-hydroxy-1-methyl-6-oxo-1,6-dihydro-pyrimidine-4-carboxylic acid ethyl ester (50 mg, 0.15 mmol) and 3,4-dimethylbenzylamine (102 mg, 0.75 mmol). The title product was obtained as a brown solid (52 mg, 82% yield). 1HNMR (500 MHz, CDCl3) δ: 12.28 (1H, s), 7.88 (1H, t, J=5.50 Hz), 7.38 (1H, t, J=8.24 Hz), 7.10–7.03 (3H, m), 6.61 (2H, d, J=8.54 Hz), 4.48 (2H, d, J=6.11 Hz), 3.75 (6H, s), 3.28 (3H, s), 2.23 (3H, s), 2.22 (3H, s). HRMS (ESI) calcd for C23H26N3O5 (M+H): 424.1873; found: 424.1863.

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-60732ae1fbb441fcb533d8b175662e2e
Source dataset
uspto-grants-2006_05
Patent number
US07037908B2

Reaction notes

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