Methanol → HCID 178482476, compound

HRID 1969491Notes

Reaction equation

HRID 1969491 reaction equation
Cl[C:2]1[C:7]([C:8]#[N:9])=[C:6]([C:10]2[CH:14]=[CH:13][NH:12][N:11]=2)[C:5]([C:15]#[N:16])=[C:4]([S:17][CH2:18][C:19]2[N:20]=[C:21]([C:24]3[CH:29]=[CH:28][C:27]([Cl:30])=[CH:26][CH:25]=3)[S:22][CH:23]=2)[N:3]=1.[CH3:31][NH2:32].CO>O1CCCC1>[Cl:30][C:27]1[CH:28]=[CH:29][C:24]([C:21]2[S:22][CH:23]=[C:19]([CH2:18][S:17][C:4]3[C:5]([C:15]#[N:16])=[C:6]([C:10]4[CH:14]=[CH:13][NH:12][N:11]=4)[C:7]([C:8]#[N:9])=[C:2]([NH:32][CH3:31])[N:3]=3)[N:20]=2)=[CH:25][CH:26]=1

Participants

5

Reactant 3

HCID 887MethanolHCID 6329MethylamineHCID 178510184HCID 178510184, compound

Product 1

HCID 178482476HCID 178482476, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

300 mg (0.639 mmol) of 2-chloro-6-({[2-(4-chlorophenyl)-1,3-thiazol-4-yl]methyl}sulfanyl)-4-(1H-pyrazol-3-yl)pyridine-3,5-dicarbonitrile were dissolved in 2 ml of tetrahydrofuran, and 0.639 ml (1.278 mmol) of a 2 M solution of methylamine in tetrahydrofuran was added. After 30 minutes of stirring, methanol was added, the mixture was filtered and the filtrate was purified by preparative HPLC. This gave 173 mg (58% of theory) of the target compound.

Workup

  1. filtrationthe mixture was filtered
  2. customthe filtrate was purified by preparative HPLC

Sources & evidence

ORD record
ord-f7d447506ea84c359438772a58122688
Source dataset
uspto-grants-2013_04
Patent number
US08426602B2

Reaction notes

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