HCID 60207882, compound → HCID 67390680, compound

HRID 910267Notes

Reaction equation

[NH2:1][CH2:2][C:3]1[N:7]2[CH:8]=[CH:9][C:10]([C:12]([O:14][CH3:15])=[O:13])=[CH:11][C:6]2=[N:5][CH:4]=1.[CH2:16]([C:20]1[N:24]([C:25]2[N:30]=[C:29]([NH:31][CH:32]3[CH2:34][CH2:33]3)[C:28]([Cl:35])=[CH:27][N:26]=2)[N:23]=[CH:22][C:21]=1[C:36](O)=[O:37])[CH2:17][CH2:18][CH3:19]>>[CH2:16]([C:20]1[N:24]([C:25]2[N:30]=[C:29]([NH:31][CH:32]3[CH2:34][CH2:33]3)[C:28]([Cl:35])=[CH:27][N:26]=2)[N:23]=[CH:22][C:21]=1[C:36]([NH:1][CH2:2][C:3]1[N:7]2[CH:8]=[CH:9][C:10]([C:12]([O:14][CH3:15])=[O:13])=[CH:11][C:6]2=[N:5][CH:4]=1)=[O:37])[CH2:17][CH2:18][CH3:19]

Participants

Reactant 2

HCID 60207882HCID 60207882, compound

HCID 67390623HCID 67390623, compound

Product 1

HCID 67390680HCID 67390680, compound

Procedure

Compound 121 was prepared by similar procedure in Example 35 with the exception of substituting methyl 3-(aminomethyl)imidazo[1,2-a]pyridine-7-carboxylate and 5-butyl-1-[5-chloro-4-(cyclopropylamino)pyrimidin-2-yl]-1H-pyrazole-4-carboxylic acid. 1H NMR 400 MHz (CD3OD) δ: 8.63 (dd, J=7.43, 0.78 Hz, 1H), 8.26 (dd, J=1.56, 0.78 Hz, 1H), 8.23 (s, 1H), 7.97 (s, 1H), 7.79 (s, 1H), 7.51 (dd, J=7.43, 1.56 Hz, 1H), 4.95 (s, 2H), 3.96 (s, 3H), 3.63-3.57 (m, 2H), 2.95-2.88 (m, 1H), 1.61-1.51 (m, 2H), 1.32-1.22 (m, 2H), 0.91-0.78 (m, 5H), 0.73-0.66 (m, 2H). LCMS (ES+) m/z 523 (M+1).

Sources & evidence

ORD record: ord-3ffcbbbc120043f6b1d2bf2cced78dc3
Source dataset: uspto-grants-2011_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08022061B2

Reaction notes

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