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[ CAS No. 152398-05-5 ]

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Chemical Structure| 152398-05-5
Chemical Structure| 152398-05-5
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CAS No. :152398-05-5 MDL No. :MFCD06658330
Formula : C6H8N2O Boiling Point : 366.6°C at 760 mmHg
Linear Structure Formula :- InChI Key :-
M.W :124.14 g/mol Pubchem ID :14950620
Synonyms :

Safety of [ 152398-05-5 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P280-P305+P351+P338 UN#:N/A
Hazard Statements:H302 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 152398-05-5 ]

  • Upstream synthesis route of [ 152398-05-5 ]
  • Downstream synthetic route of [ 152398-05-5 ]

[ 152398-05-5 ] Synthesis Path-Upstream   1~4

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YieldReaction ConditionsOperation in experiment
72% With lithium aluminium tetrahydride In tetrahydrofuran at 20℃; for 48 h; Step 2: Solid compound 61 (9.5 g, 69 [MMOL)] was carefully added in 3 aliquots to a slurry of LiAIH4 (9.5 g, 250 [MMOL)] in dry THF (200 [ML).] The resulting hot mixture was stirred at RT for 2 days. After cooling in an ice bath, the reaction was quenched with careful sequential dropwise addition of water (10 [ML),] followed by 15percent aqueous [NAOH] (10 [ML),] then by water (30 [ML).] The resulting solid was filtered through a pad of Celite and washed several times with THF. The oil obtained after evaporation of the solvent solidified on standing. The reaction mixture was purified by flash chromatography on silica gel using 5percent CH30H (NH3) /EtOAc as eluent, yielding 6.21 g (72percent) of 62. LC-MS: m/z = 125 (M+1).
72%
Stage #1: With lithium aluminium tetrahydride In tetrahydrofuran at 20℃; for 48 h;
Stage #2: With sodium hydroxide In tetrahydrofuran; water
Solid Compound 289 (9.5 gr.; 69 mmoles) was carefully added in three aliquots to a slurry of lithium aluminum hydride (9.5 gr.; 250 mmoles) in 200 ml of dry tetrahydrofuran. The resulting hot mixture was stirred at room temperature for two days. After cooling in an ice bath, the reaction was quenched with very careful sequential dropwise addition of 10 ml of water, followed by 10 ml of 15percent aqueous NaOH, then by 30 ml of water. The resulting solid was filtered through a pad of Celite and washed several times with THF. The oil obtained after evaporation of the solvent, solidified on standing. The reaction mixture was purified by flash chromatography on silica gel using 5percentMeOH(NH3)/EtOAc as eluent yielding 6.21 (72percent) of Compound 290 . LC-MS: m/z = 125 (M+l).
Reference: [1] Patent: WO2004/831, 2003, A1, . Location in patent: Page 22
[2] Patent: WO2008/108957, 2008, A2, . Location in patent: Page/Page column 95
[3] Australian Journal of Chemistry, 1993, vol. 46, # 7, p. 987 - 993
[4] Patent: WO2011/38572, 2011, A1, . Location in patent: Page/Page column 71; 72
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Reference: [1] Australian Journal of Chemistry, 1993, vol. 46, # 7, p. 987 - 993
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Reference: [1] Patent: US2003/45519, 2003, A1,
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Reference: [1] Australian Journal of Chemistry, 1993, vol. 46, # 7, p. 987 - 993
[2] Patent: WO2008/108957, 2008, A2,
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