Ammonia methanol → HCID 89484446, compound

HRID 2283665Notes

Reaction equation

HRID 2283665 reaction equation
[NH3:1].CO.[S:4]1[CH:8]=[CH:7][C:6]2[C:9]([NH:13][C:14]3[N:15]=[C:16]([NH:25][C@@H:26]4[CH2:31][CH2:30][CH2:29][CH2:28][C@@H:27]4[NH:32]C(OC(C)(C)C)=O)[N:17]=[N:18][C:19]=3[C:20](OCC)=[O:21])=[CH:10][CH:11]=[CH:12][C:5]1=2>>[NH2:32][C@H:27]1[CH2:28][CH2:29][CH2:30][CH2:31][C@H:26]1[NH:25][C:16]1[N:17]=[N:18][C:19]([C:20]([NH2:1])=[O:21])=[C:14]([NH:13][C:9]2[C:6]3[CH:7]=[CH:8][S:4][C:5]=3[CH:12]=[CH:11][CH:10]=2)[N:15]=1

Participants

3

Reactant 2

HCID 21705897Ammonia methanolHCID 90308809HCID 90308809, compound

Product 1

HCID 89484446HCID 89484446, compound

Procedure

A 7 M ammonia-methanol solution (2 ml) was added to ethyl 5-(benzo[b]thiophen-4-ylamino)-3-((1R,2S)-2-(tert-butoxycarbonylamino)cyclohexylamino)-1,2,4-triazine-6-carboxylate obtained in the above-described Step 2 (71.8 mg), and then the reaction solution was allowed to react in a microwave reactor at 130° C. for 1 hour. The solvent was evaporated under vacuum, then trifluoroacetic acid (0.5 ml) was added to the resultant residue, and the reaction solution was stirred at room temperature for 5 minutes. The solvent was evaporated under vacuum, and then the resultant residue was purified by column chromatography on basic silica gel (developing solvent:hexane/ethyl acetate) to obtain the titled compound as a white solid.

Workup

  1. customobtained in the above-described Step 2 (71.8 mg)
  2. customto react in a microwave reactor at 130° C. for 1 hour
  3. customThe solvent was evaporated under vacuum
  4. additiontrifluoroacetic acid (0.5 ml) was added to the resultant residue
  5. customThe solvent was evaporated under vacuum
  6. customthe resultant residue was purified by column chromatography on basic silica gel (developing solvent:hexane/ethyl acetate)

Sources & evidence

ORD record
ord-8b8c850fcb9a4a0fb05cc896e19e518b
Source dataset
uspto-grants-2015_09
Patent number
US09145414B2

Reaction notes

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