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Chemical Structure| 1187932-69-9 Chemical Structure| 1187932-69-9

Structure of 1187932-69-9

Chemical Structure| 1187932-69-9

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Product Details of [ 1187932-69-9 ]

CAS No. :1187932-69-9
Formula : C10H18INO2
M.W : 311.16
SMILES Code : O=C(N1C[C@H](CI)CC1)OC(C)(C)C
MDL No. :MFCD08059332
InChI Key :DNUFVBGZKFHSDQ-QMMMGPOBSA-N
Pubchem ID :59371368

Safety of [ 1187932-69-9 ]

GHS Pictogram:
Signal Word:Danger
Hazard Statements:H302-H315-H318-H335
Precautionary Statements:P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P310-P330-P332+P313-P362-P403+P233-P405-P501
Class:8
UN#:1760
Packing Group:

Application In Synthesis of [ 1187932-69-9 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 1187932-69-9 ]

[ 1187932-69-9 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 1187932-69-9 ]
  • [ 1569-16-0 ]
  • (R)-tert-butyl 3-(2-(1,8-naphthyridin-2-yl)ethyl)pyrrolidine-1-carboxylate [ No CAS ]
YieldReaction ConditionsOperation in experiment
36% With lithium hexamethyldisilazane; In tetrahydrofuran; at 0℃; for 3.33h;Inert atmosphere; A stirred solution of 2-methyl-l,8-naphthyridine (57.5 g, 399 mmol) (available from Manchester Organics) and ( ?)-fe/ -butyl 3-(iodomethyl)pyrrolidine-l-carboxylate (124.2 g, 399 mmol) (Intermediate 1) in THF (1 L) was cooled to 0 °C and treated under nitrogen with a solution of lithium bis(trimethylsilyl)amide in THF (1M, 399 ml_, 399 mmol) over 20 min and the reaction mixture was stirred at 0 °C for 3 h. The reaction was quenched with saturated ammonium chloride solution (500 ml.) and water (500 ml.) and ethyl acetate (1 L) was added. The layers were separated and the aqueous phase was extracted with further ethyl acetate (1 L). The combined organic layers were dried (MgS04), filtered and evaporated in vacuo. The residual brown oil (162 g) was purified by chromatography on a silica cartridge (750 g) eluting with a gradient of 0 - 100 percent [ethyl acetate in (5percent MeOH - 95 percent ethyl acetate)] over 8 column volumes. The appropriate fractions were combined and evaporated in vacuo to give the title compound (46.65 g, 36percent) as an orange solid: LCMS (System A) RT = 0.99 min, 97percent, ES+ve m/z 32S (M+H)+, [a]D20 = + 22 (c 1.00 in EtOH).
36% With lithium hexamethyldisilazane; In tetrahydrofuran; at 0℃; for 3.33333h;Inert atmosphere; A stirred solution of <strong>[1569-16-0]2-methyl-1,8-naphthyridine</strong> (57.5 g, 399 mmol) (available from Manchester Organics) and (R)-tert-butyl 3-(iodomethyl)pyrrolidine-1-carboxylate (124.2 g, 399mmcl) (Intermediate 1) in THF (1 L) was cooled to 0 °C and treated under nitrogen with a solution of lithium bis(trimethylsilyl)amide in THE (1M, 399 mL, 399 mmcl) over 20 mm and the reaction mixture was stirred at 0 °C for 3 h. The reaction was quenched with saturated ammonium chloride solution (500 mL) and water (500 mL) and ethyl acetate (1 L) was added. The layers were separated and the aqueous phase was extracted with further ethyl acetate (1 L). The combinedorganic layers were dried (MgSO4), filtered and evaporated in vacuo. The residual brown oil (162 g) was purified by chromatography on a silica cartridge (750 g) eluting with a gradient of 0 ? 100percent [ethyl acetate in (5percent MeOH ? 95percent ethyl acetate)] over 8 column volumes. The appropriate fractions were combined and evaporated in vacuo to give the title compound (46.65 g, 36percent) as an orange solid: LCMS (System A) RT=0.99 mm, 97percent, ES+ve m/z328 (M+H)?, [aiD2° = + 22 (c 1.00in EtOH).
 

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[ 1187932-69-9 ]

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