Ammonia → HCID 57771772, compound

HRID 1174950Notes

Reaction equation

HRID 1174950 reaction equation
[CH3:1][N:2]([CH:13]1[CH2:18][CH2:17][N:16]([CH3:19])[CH2:15][CH2:14]1)[C:3]1[O:4][C:5]2[CH:11]=[CH:10][C:9]([NH2:12])=[CH:8][C:6]=2[N:7]=1.[Cl:20][C:21]1[N:22]=[CH:23][C:24]([C:27](O)=[O:28])=[N:25][CH:26]=1.CN(C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.N>CN(C1C=CN=CC=1)C.CC#N.CO.C(Cl)Cl>[CH3:1][N:2]([CH:13]1[CH2:18][CH2:17][N:16]([CH3:19])[CH2:15][CH2:14]1)[C:3]1[O:4][C:5]2[CH:11]=[CH:10][C:9]([NH:12][C:27]([C:24]3[CH:23]=[N:22][C:21]([Cl:20])=[CH:26][N:25]=3)=[O:28])=[CH:8][C:6]=2[N:7]=1

Participants

8

Reactant 4

HCID 222AmmoniaHCID 4654725-Chloropyrazinoic acidHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 59558009N2-Methyl-N2-(1-methyl-piperidin-4-yl)-benzooxazole-2,5-diamine

Product 1

HCID 57771772HCID 57771772, compound

Reagents, catalysts & solvents 3

HCID 142844-(Dimethylamino)pyridineCatalystHCID 6342AcetonitrileSolventHCID 21226129Dichloromethane methanolSolvent

Procedure

The title compound was prepared using N2-Methyl-N2-(1-methyl-piperidin-4-yl)-benzooxazole-2,5-diamine (0.368 g, 1.41 mmol), 5-Chloro-pyrazine-2-carboxylic acid (0.247 g, 1.55 mmol), HATU (0.645 g, 1.70 mmol), and DMAP (0.016 g, 0.141 mmol) in CH3CN (20 mL). The compound was subjected to flash column chromatography (120 g column, 2-8% 2N NH3 in MeOH/CH2Cl2) to yield an impure mixture, which was carried on to the next reaction (0.316 g).

Workup

  1. customto yield an impure mixture, which
  2. customwas carried on to the next reaction (0.316 g)

Sources & evidence

ORD record
ord-a9357520c4a9459ca7770a6eaaac6cd8
Source dataset
uspto-grants-2010_11
Patent number
US07838543B2

Reaction notes

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