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Chemistry
Heterocyclic Building Blocks
Spiroes
2-Azaspiro[3.5]nonane hydrochloride
Chemistry
Heterocyclic Building Blocks
Spiroes
Azetidines Aliphatic Heterocycles

[ CAS No. 1303968-07-1 ] {[proInfo.proName]}

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Chemical Structure| 1303968-07-1
Chemical Structure| 1303968-07-1
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COA NMR CNMR HPLC LC-MS

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Product Details of [ 1303968-07-1 ]

CAS No. :1303968-07-1 MDL No. :MFCD18914329
Formula : C8H16ClN Boiling Point : -
Linear Structure Formula :- InChI Key :XNCHACXHZLHDOE-UHFFFAOYSA-N
M.W : 161.67 Pubchem ID :86346414
Synonyms :

Safety of [ 1303968-07-1 ]

Signal Word:Warning Class:
Precautionary Statements:P261-P264-P271-P280-P302+P352-P304+P340-P305+P351+P338-P312-P362-P403+P233-P501 UN#:
Hazard Statements:H315-H319-H335 Packing Group:
GHS Pictogram:

Application In Synthesis of [ 1303968-07-1 ]

* 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 [ 1303968-07-1 ]

[ 1303968-07-1 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 1303968-07-1 ]
  • [ 1414884-64-2 ]
YieldReaction ConditionsOperation in experiment
36% With potassium carbonate In water; N,N-dimethyl-formamide 4 Example 4 Example 4 The preparation of (E)-N-[4-(3-chloro-4-fluorophenylamino)-7-methoxyquinazolin-6-yl]-4-(2-azaspiro[3.5]n onan-2-yl)-2-butenamide (Compound 15) (E)-4-bromo-N-[4-(3-chloro-4-fluorophenylamino)-7-methoxyquinazolin-6-yl]-2-butena mide (3.06g, 6.6mmol) and 2-azaspiro[3.5]nonane hydrochloride (2.13g, 13.2mmol) were dissolved in 10mL DMF. To the resulting mixture was added K2CO3 (2.73g, 19.8mmol). The mixture was stirred at room temperature for 30min. After the completion of reaction, 50mL water was added. The resulting mixture was extracted with ethyl acetate. The organic phase was rotary-evaporated to dryness. The resulting solid was purified with a silica-gel column (dichlormethane: methanol=15:1) to produce 1.21g (E)-N-[4-(3-chloro-4-fluorophenylamino)-7-methoxyquinazolin-6-yl]-4-(2-azaspiro[3.5]n onan-2-yl)-2-butenamide in a yield of 36%. Formula: C27H29ClFN5O2 molecular weight: 510.0 mass spectrum (m/e): 510.2 (M+1) 1H-NMR(MeOD-d6, 400 MHz): δ9.26(s 1H), 8.76(s, 1H), 7.93(d, 1H), 7.67-7.63(m, 1H), 7.40(t, 1H), 7.38 (s, 1H), 7.00-6.89 (m, 1H), 6.81 (d, 1H), 4.19(s, 3H), 4.02(d, 2H), 3.49-3.45 (d, 2H), 3.04-3.00 (t, 2H), 2.08-1.60(m, 10H).
Reference： [1]Current Patent Assignee: SIHUAN PHARMACEUTICAL HOLDINGS GROUP LTD. - EP2716633, 2014, A1 Location in patent: Page/Page column
  • 2
  • [ 1245555-80-9 ]
  • [ 1303968-07-1 ]
  • [ 1414884-64-2 ]
YieldReaction ConditionsOperation in experiment
36% With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 0.5h; 4 Example 4 The preparation of (E)-N-[4-(3-chloro-4-fluorophenylamino)-7-methoxyquinazolin-6-yl]-4-(2-azaspiro[3.5]nonan-2-yl)-2-butenamide (Compound 15) Example 4 The preparation of (E)-N-[4-(3-chloro-4-fluorophenylamino)-7-methoxyquinazolin-6-yl]-4-(2-azaspiro[3.5]nonan-2-yl)-2-butenamide (Compound 15) [0108] (E)-4-bromo-N-[4-(3-chloro-4-fluorophenylamino)-7-methoxyquinazolin-6-yl]-2-butenamide (3.06 g, 6.6 mmol) and 2-azaspiro[3.5]nonane hydrochloride (2.13 g, 13.2 mmol) were dissolved in 10 mL DMF. To the resulting mixture was added K2CO3 (2.73 g, 19.8 mmol). The mixture was stirred at room temperature for 30 min. After the completion of reaction, 50 mL water was added. The resulting mixture was extracted with ethyl acetate. The organic phase was rotary-evaporated to dryness. The resulting solid was purified with a silica-gel column (dichlormethane:methanol=15:1) to produce 1.21 g (E)-N-[4-(3-chloro-4-fluorophenylamino)-7-methoxyquinazolin-6-yl]-4-(2-azaspiro[3.5]nonan-2-yl)-2-butenamide in a yield of 36%. [0110] Formula: C27H29ClFN5O2 molecular weight: 510.0 mass spectrum (m/e): 510.2 (M+1) [0111] 1H-NMR (MeOD-d6, 400 MHz): δ9.26 (s, 1H), 8.76 (s, 1H), 7.93 (d, 1H), 7.67-7.63 (m, 1H), 7.40 (t, 1H), 7.38 (s, 1H), 7.00-6.89 (m, 1H), 6.81 (d, 1H), 4.19 (s, 3H), 4.02 (d, 2H), 3.49-3.45 (d, 2H), 3.04-3.00 (t, 2H), 2.08-1.60 (m, 10H).
Reference： [1]Current Patent Assignee: SIHUAN PHARMACEUTICAL HOLDINGS GROUP LTD. - US2014/161801, 2014, A1 Location in patent: Paragraph 0108-0111

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