Benzenemethanamine, 3,4-dichloro- → HCID 54687887, compound

HRID 1822715Notes

Reaction equation

HRID 1822715 reaction equation
C([O:3][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)C.[Cl:25][C:26]1[CH:27]=[C:28]([CH:31]=[CH:32][C:33]=1[Cl:34])[CH2:29][NH2:30]>>[Cl:25][C:26]1[CH:27]=[C:28]([CH:31]=[CH:32][C:33]=1[Cl: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:3]

Participants

3

Reactant 2

HCID 1608Benzenemethanamine, 3,4-dichloro-HCID 54691439HCID 54691439, compound

Product 1

HCID 54687887HCID 54687887, 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 (74.07 mg, 0.20 mmol) and 3,4-dichlorobenzylamine (132 mg, 0.75 mmol). The title product was obtained as a pink solid (57.8 mg, 83% yield). 1HNMR (500 MHz, CDCl3) δ: 11.95 (1H, s), 7.97 (1H, t, J=5.50 Hz), 7.41–7.38 (3H, m), 7.16 (1H, dd, J=8.24, 2.14 Hz), 6.63 (2H, d, J=8.24 Hz), 6.50 (2H, d, J=6.40 Hz), 3.76 (6H, s), 3.29 (3H, s). HRMS (ESI) calcd for C21H20Cl2N3O5 (M+H): 464.0780; found: 464.0775.

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-6dfcf1752302490bbe4791a379269f73
Source dataset
uspto-grants-2006_05
Patent number
US07037908B2

Reaction notes

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