Hydrochloric Acid → HCID 46214482, compound

HRID 2367196Notes

Reaction equation

HRID 2367196 reaction equation
[NH2:1][C:2]1[N:7]=[C:6]([C:8]2[CH:16]=[C:15]3[C:11]([C:12]([NH:17]C(=O)C)=[N:13][NH:14]3)=[CH:10][CH:9]=2)[CH:5]=[C:4]([CH3:21])[N:3]=1.[ClH:22]>CO>[ClH:22].[NH2:1][C:2]1[N:7]=[C:6]([C:8]2[CH:16]=[C:15]3[C:11]([C:12]([NH2:17])=[N:13][NH:14]3)=[CH:10][CH:9]=2)[CH:5]=[C:4]([CH3:21])[N:3]=1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 58504540HCID 58504540, compound

Product 2

HCID 313Hydrochloric AcidHCID 46214482HCID 46214482, compoundYield 33.7%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
60 °C

Procedure

In a 100 mL flask under argon was dissolved N-[6-(2-amino-6-methyl-4-pyrimidinyl)-1H-indazol-3-yl]acetamide (0.021 g, 0.074 mmol) in CH3OH (5 mL). HCl (2.26 μl, 0.074 mmol) was added and the solution was stirred for 8 hours at 60° C. The reaction was cooled to room temperature. The resulting precipitate was filtered and washed with minimal CH3OH to afford an HCl salt of the title compound (6 mg, 26%) as a white solid. LC-MS (ES) m/z=241 [M+H]+. 1H NMR (400 MHz, DMSO-d6): δ 2.51 (s, 3H {assumed to be hidden beneath DMSO peak}), 7.59 (s, 1H), 7.81 (dd, J=8.6, 1.3 Hz, 1H), 7.99 (d, J=8.6 Hz, 1H), 8.21 (s, 1H), 12.72 (bs, 1H).

Workup

  1. temperatureThe reaction was cooled to room temperature
  2. filtrationThe resulting precipitate was filtered
  3. washwashed with minimal CH3OH

Sources & evidence

ORD record
ord-ac3a798dad384301abe81fc9d01a6648
Source dataset
uspto-grants-2014_04
Patent number
US08697685B2

Reaction notes

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