HCID 10464367, compound → HCID 59073902, compound

HRID 983404Notes

Reaction equation

[NH2:1][N:2]1[C:7](=[O:8])[C:6]([CH:9]2[CH2:11][CH2:10]2)=[C:5]2[C:12]([O:18][CH3:19])=[C:13](Cl)[C:14]([F:16])=[CH:15][N:4]2[C:3]1=[O:20].[CH3:21][NH:22][C@H:23]([C@@H:25]1[CH2:29][CH2:28][NH:27][CH2:26]1)[CH3:24]>>[NH2:1][N:2]1[C:7](=[O:8])[C:6]([CH:9]2[CH2:11][CH2:10]2)=[C:5]2[C:12]([O:18][CH3:19])=[C:13]([N:27]3[CH2:28][CH2:29][C@@H:25]([C@@H:23]([NH:22][CH3:21])[CH3:24])[CH2:26]3)[C:14]([F:16])=[CH:15][N:4]2[C:3]1=[O:20]

Participants

Reactant 2

HCID 10464367HCID 10464367, compound

HCID 22560208HCID 22560208, compound

Product 1

HCID 59073902HCID 59073902, compoundYield 34.1%

Procedure

The title compound (0.04 g) was prepared from 2-amino-6-chloro-4-cyclopropyl-7-fluoro-5-methoxypyrido[1,2-c]pyrimidine-1,3-dione (0.09 g, 0.30 mmol [Example 12]), and methyl-((S)—(R)-1-pyrrolidin-3-ylethyl)amine (0.11 g, 0.90 mmol) using the general procedure of Example 4. 1H NMR (400 MHz, CDCl3) δ 8.20 (d, 1H), 5.42 (s, 2H), 3.89-3.58 (m, 5H), 3.22 (s, 3H), 2.67-2.58 (m, 1H), 2.46 (s, 3H), 2.22-2.02 (m, 2H), 1.80-1.61 (m, 2H), 1.21 (d, 3H), 1.10-1.00 (m, 1H), 0.84-0.76 (m, 1H), 0.52-0.44 (m, 1H), 0.40-0.32 (m, 1H). MSCI: m/z=392 (MH+).

Sources & evidence

ORD record: ord-f8b3a40c69244ff0b78ed5544cb0b411
Source dataset: uspto-grants-2005_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06864259B2

Reaction notes

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