Ethyl 2-aminobenzoate → HCID 57974171, compound

HRID 1041416Notes

Reaction equation

HRID 1041416 reaction equation
[CH2:1]([O:3][C:4](=[O:12])[C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[NH2:11])[CH3:2].[Cl:13][C:14]1[N:19]=[C:18](Cl)[C:17]([Cl:21])=[CH:16][N:15]=1>>[CH2:1]([O:3][C:4](=[O:12])[C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[NH:11][C:16]1[C:17]([Cl:21])=[CH:18][N:19]=[C:14]([Cl:13])[N:15]=1)[CH3:2]

Participants

3

Reactant 2

HCID 6877Ethyl 2-aminobenzoateHCID 2372592,4,5-Trichloropyrimidine

Product 1

HCID 57974171HCID 57974171, compound

Procedure

2-(2,5-Dichloro-pyrimidin-4-ylamino)-benzoic acid ethyl ester was prepared from 2-amino-benzoic acid ethyl ester and 2,4,5-trichloro-pyrimidine in an analogous manner to Example 308b. Product isolated as a white solid (2.28 g, 27%). m.p.=156-157° C.; LCMS (m/e) 312 (M+H); 1H-NMR (CDCl3, 400 MHz) δ 11.68 (bs, 1H), 8.91 (d, 1H, J=8.6 Hz), 8.28 (s, 1H), 8.14 (d, 1H, J=8.0 Hz), 7.70-7.62 (m, 1H), 7.22-7.13 (m, 1H), 4.45 (q, 2H, J=7.1 Hz), 1.46 (t, 3H, J=7.1 Hz).

Sources & evidence

ORD record
ord-c72dd324d29a41e3adbd3f29a512d6a2
Source dataset
uspto-grants-2013_10
Patent number
US08552186B2

Reaction notes

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