Methylamine → HCID 11773466, compound

HRID 1160098Notes

Reaction equation

HRID 1160098 reaction equation
[NH2:1][C:2]1[N:7]=[C:6]([S:8][CH2:9][C:10]([NH:12][C:13]2[CH:18]=[CH:17][CH:16]=[C:15]([C:19]([F:22])([F:21])[F:20])[CH:14]=2)=[O:11])[C:5]([C:23]#[N:24])=[C:4](S(C)=O)[N:3]=1.[CH3:28][NH2:29]>C(#N)C>[NH2:1][C:2]1[N:7]=[C:6]([S:8][CH2:9][C:10]([NH:12][C:13]2[CH:18]=[CH:17][CH:16]=[C:15]([C:19]([F:22])([F:21])[F:20])[CH:14]=2)=[O:11])[C:5]([C:23]#[N:24])=[C:4]([NH:29][CH3:28])[N:3]=1

Participants

4

Reactant 2

HCID 6329MethylamineHCID 68650257HCID 68650257, compound

Product 1

HCID 11773466HCID 11773466, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

To a 50 mL round-bottomed flask were added 2-(2-Amino-5-cyano-6-methanesulfinyl-pyrimidin-4-ylsulfanyl)-N-(3-trifluoromethyl-phenyl)-acetamide (0.2 mmol, 1.0 eq.), methyl amine (2M in THF, 0.3 mmol), and acetonitrile (1 mL). The reaction mixture was stirred at room temperature for overnight. The crude material was purified by column chromatography (18 mg). LC-MS: (ES+) m/z 383 (M+1). 1H-NMR, Varian 400 MHz (DMSO-d6) δ 10.47 (s, 1H), 8.07(s, 1H), 7.75 (d, 1H), 7.55 (t, 1H), 7.40 (d, 1H), 7.36 (d, 1H), 7.25 (s, 1H), 3.95 (s, 2H), 2.73 (d, 3H) ppm.

Workup

  1. customThe crude material was purified by column chromatography (18 mg)

Sources & evidence

ORD record
ord-e2e3712fe9244dc2a80ec3443b2647e5
Source dataset
uspto-grants-2010_10
Patent number
US07816353B2

Reaction notes

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