2,4,5-Trichloropyrimidine → 2-(2,5-Dichloro-pyrimidin-4-ylamino)-N-methyl-4-nitro-benzamide

HRID 1687585Notes

Reaction equation

HRID 1687585 reaction equation
[NH2:1][C:2]1[CH:11]=[C:10]([N+:12]([O-:14])=[O:13])[CH:9]=[CH:8][C:3]=1[C:4]([NH:6][CH3:7])=[O:5].[Cl:15][C:16]1[N:21]=[C:20](Cl)[C:19]([Cl:23])=[CH:18][N:17]=1>>[Cl:15][C:16]1[N:21]=[C:20]([NH:1][C:2]2[CH:11]=[C:10]([N+:12]([O-:14])=[O:13])[CH:9]=[CH:8][C:3]=2[C:4]([NH:6][CH3:7])=[O:5])[C:19]([Cl:23])=[CH:18][N:17]=1

Participants

3

Reactant 2

HCID 2372592,4,5-TrichloropyrimidineHCID 67264048HCID 67264048, compound

Product 1

HCID 866339812-(2,5-Dichloro-pyrimidin-4-ylamino)-N-methyl-4-nitro-benzamide

Procedure

2-(2,5-Dichloro-pyrimidin-4-ylamino)-N-methyl-4-nitro-benzamide was prepared from 2-Amino-N-methyl-4-nitro-benzamide and 2,4,5-Trichloro-pyrimidine in an analogous manner to Example 1223b. Product was isolated as an orange solid (711 mg, 81%) MP 241 (dec), LCMS 344.10, HPLC purity 80%, 1H-NMR (CDCl3, 400 MHz) δ: 11.72 s, 1H), 9.73 (s, 1H), 8.33 (s, 1H), 7.98 (8.6 Hz, 1H), 7.69 (8.5 Hz, 1H), 6.37 (m, 1H), 3.11 (d, J=4.8 Hz, 3H).

Sources & evidence

ORD record
ord-3e09910751784726a0728421f018f276
Source dataset
uspto-grants-2012_04
Patent number
US08148391B2

Reaction notes

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