2-(Morpholin-4-yl)pyrimidine-5-carboxylic acid → HCID 71217354, compound

HRID 1887880Notes

Reaction equation

HRID 1887880 reaction equation
[NH2:1][CH2:2][C:3]1[C:12](=[O:13])[C:11]2[C:6](=[CH:7][C:8]([Cl:14])=[CH:9][CH:10]=2)[N:5]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[CH:4]=1.[N:21]1([C:27]2[N:32]=[CH:31][C:30]([C:33](O)=[O:34])=[CH:29][N:28]=2)[CH2:26][CH2:25][O:24][CH2:23][CH2:22]1>>[Cl:14][C:8]1[CH:7]=[C:6]2[C:11]([C:12](=[O:13])[C:3]([CH2:2][NH:1][C:33]([C:30]3[CH:31]=[N:32][C:27]([N:21]4[CH2:22][CH2:23][O:24][CH2:25][CH2:26]4)=[N:28][CH:29]=3)=[O:34])=[CH:4][N:5]2[C:15]2[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=2)=[CH:10][CH:9]=1

Participants

3

Reactant 2

HCID 31609792-(Morpholin-4-yl)pyrimidine-5-carboxylic acidHCID 712083983-(aminomethyl)-7-chloro-1-phenylquinolin-4(1H)-one

Product 1

HCID 71217354HCID 71217354, compound

Procedure

2-Morpholin-4-yl-pyrimidine-5-carboxylic acid (7-chloro-4-oxo-1-phenyl-1,4-dihydro-quinolin-3-ylmethyl)-amide was prepared starting from intermediate D and 2-morpholin-4-yl-pyrimidine-5-carboxylic acid. 1H NMR (400 MHz, DMSO-d6) δ ppm 8.67 (s, 2H) 8.55 (t, J=5.50 Hz, 1H) 8.21 (d, J=8.78 Hz, 1H) 7.90 (s, 1H) 7.56-7.67 (m, 3H) 7.49-7.55 (m, 2H) 7.39 (dd, J=8.66, 1.88 Hz, 1H) 6.84 (d, J=2.01 Hz, 1H) 4.29 (d, J=5.52 Hz, 2H) 3.67-3.76 (m, 3H) 1.52-1.61 (m, 2H) 1.39-1.48 (m, 3H).

Sources & evidence

ORD record
ord-d0dd5de081e042f3b05fb8dd482c5038
Source dataset
uspto-grants-2013_08
Patent number
US08501732B2

Reaction notes

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