[ CAS No. 931-53-3 ]

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Quality Control of [ 931-53-3 ]

COA NMR CNMR HPLC LC-MS

Related Doc. of [ 931-53-3 ]

SDS Specification

Alternatived Products of [ 931-53-3 ]

Product Details of [ 931-53-3 ]

CAS No. :	931-53-3	MDL No. :	MFCD00003839
Formula :	C₇H₁₁N	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	XYZMOVWWVXBHDP-UHFFFAOYSA-N
M.W :	109.17	Pubchem ID :	79129
Synonyms :

Safety of [ 931-53-3 ]

Signal Word:	Danger	Class:	6.1
Precautionary Statements:	P210-P261-P264-P270-P271-P280-P301+P310+P330-P302+P352+P312+P361+P364-P304+P340+P311-P305+P351+P338+P337+P313-P370+P378-P403+P233-P405-P501	UN#:	2810
Hazard Statements:	H227-H301+H311+H331-H315-H319	Packing Group:	Ⅱ
GHS Pictogram:

Application In Synthesis of [ 931-53-3 ]

* 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.

Upstream synthesis route of [ 931-53-3 ]
Downstream synthetic route of [ 931-53-3 ]

[ 931-53-3 ] Synthesis Path-Upstream 1~5

1
[ 110-86-1 ]
[ 931-53-3 ]
[ 274-87-3 ]
[ 10354-50-4 ]

Reference： [1] Tetrahedron Letters, 2005, vol. 46, # 29, p. 4851 - 4854

2
[ 931-53-3 ]
[ 108-91-8 ]
[ 2387-23-7 ]
[ 538-75-0 ]

Reference： [1] Chemical Communications, 1997, # 4, p. 347 - 348

3
[ 931-53-3 ]
[ 108-91-8 ]
[ 538-75-0 ]

Reference： [1] Chemical Communications, 1997, # 4, p. 347 - 348
[2] Journal of the American Chemical Society, 2006, vol. 128, # 32, p. 10613 - 10620
[3] Organic Letters, 2015, vol. 17, # 8, p. 1974 - 1977

4
[ 2387-23-7 ]
[ 931-53-3 ]
[ 2666-80-0 ]
[ 538-75-0 ]

Reference： [1] Journal fuer Praktische Chemie (Leipzig), 1983, vol. 325, # 5, p. 787 - 802

5
[ 931-53-3 ]
[ 1355326-35-0 ]

Reference： [1] ACS Medicinal Chemistry Letters, 2012, vol. 3, # 10, p. 850 - 855

[ 931-53-3 ] Synthesis Path-Downstream 1~68

1
[ 931-53-3 ]
[ 42548-78-7 ]
[ 75-07-0 ]
[ 40934-32-5 ]

Reference： [1]Justus Liebigs Annalen der Chemie,1973,p. 359 - 364

2
[ 931-53-3 ]
[ 42548-78-7 ]
[ 123-72-8 ]
[ 40934-34-7 ]

Reference： [1]Justus Liebigs Annalen der Chemie,1973,p. 359 - 364

3
[ 931-53-3 ]
[ 320-94-5 ]
[ 27999-65-1 ]
<i>N</i>-{cyclohexylcarbamoyl-[5-(2,4-dioxo-3,4-dihydro-2<i>H</i>-pyrimidin-1-yl)-3,4-dihydroxy-tetrahydro-furan-2-yl]-methyl}-2-nitro-4-trifluoromethyl-benzamide [ No CAS ]

Reference： [1]Heterocycles,2001,vol. 55,p. 1023 - 1028

4
[ 931-53-3 ]
[ 66-77-3 ]
[ 73259-81-1 ]
N-cyclohexyl-α-(3-tert-butoxycarbonylamino-2-oxo-1-azetidinyl)-α-(1-naphthyl)acetamide [ No CAS ]

Reference： [1]Chemistry of Heterocyclic Compounds,2005,vol. 41,p. 93 - 97

5
[ 931-53-3 ]
[ 99-61-6 ]
[ 73259-81-1 ]
N-cyclohexyl-α-(3-tert-butoxycarbonylamino-2-oxo-1-azetidinyl)-α-(3-nitrophenyl)acetamide [ No CAS ]

Reference： [1]Chemistry of Heterocyclic Compounds,2005,vol. 41,p. 93 - 97

6
[ 931-53-3 ]
[ 73259-81-1 ]
[ 105-07-7 ]
N-cyclohexyl-α-(3-tert-butoxycarbonylamino-2-oxo-1-azetidinyl)-α-(4-cyanophenyl)acetamide [ No CAS ]

Reference： [1]Chemistry of Heterocyclic Compounds,2005,vol. 41,p. 93 - 97

7
[ 931-53-3 ]
[ 123-38-6 ]
[ 104-86-9 ]
[ 33252-63-0 ]
2-(N-(4-chlorobenzyl)-N-(5-(trifluoromethyl)pyridin-2-yl)amino)-N-cyclohexylbutanamide [ No CAS ]

Reference： [1]Organic Letters,2006,vol. 8,p. 4019 - 4021
[2]Journal of Organic Chemistry,2007,vol. 72,p. 4169 - 4180

8
[ 2973-27-5 ]
[ 931-53-3 ]
[ 79-22-1 ]
[ 918948-96-6 ]

Reference： [1]Organic Letters,2006,vol. 8,p. 5789 - 5792

9
[ 931-53-3 ]
[ 123-38-6 ]
[ 33252-63-0 ]
[ 2450-71-7 ]
N-cyclohexyl-2-[prop-2-ynyl-(5-trifluoromethylpyridin-2-yl)amino]butyramide [ No CAS ]

Reference： [1]Journal of Organic Chemistry,2007,vol. 72,p. 4169 - 4180

10
[ 931-53-3 ]
[ 4214-79-3 ]
[ 123-38-6 ]
[ 104-86-9 ]
2-(N-(4-chlorobenzyl)-N-(5-chloropyridin-2-yl)amino)-N-cyclohexylbutanamide [ No CAS ]

Reference： [1]Journal of Organic Chemistry,2007,vol. 72,p. 4169 - 4180

11
[ 106782-22-3 ]
[ 931-53-3 ]
[ 1829-32-9 ]
[ 917890-17-6 ]

Reference： [1]Organic and Biomolecular Chemistry,2006,vol. 4,p. 4236 - 4240

12
[ 931-53-3 ]
[ 1829-32-9 ]
[ 124948-51-2 ]
[ 917890-16-5 ]

Reference： [1]Organic and Biomolecular Chemistry,2006,vol. 4,p. 4236 - 4240

13
[ 931-53-3 ]
[ 123-38-6 ]
[ 107-11-9 ]
[ 18591-57-6 ]
[ 1033514-07-6 ]

Reference： [1]Tetrahedron Letters,2008,vol. 49,p. 3208 - 3211

14
[ 931-53-3 ]
[ 104-86-9 ]
[ 18591-57-6 ]
[ 590-86-3 ]
[ 1033514-08-7 ]

Reference： [1]Tetrahedron Letters,2008,vol. 49,p. 3208 - 3211

15
[ 253801-04-6 ]
[ 96-50-4 ]
[ 931-53-3 ]
[ 76-05-1 ]
N-cyclohexyl-6-(1H-indazol-5-yl)imidazo[2,1-b][1,3]thiazol-5-amine trifluoroacetate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
		N-cyclohexyl-6-(lH-indazol-5-yl)imidazo[2,l-b][l,3]thiazol-5-amine Example 36A (50 mg, 0.34 mmol) and 2-aminothiazole (28 mg, 0.34 mmol) were combined with scandium triflate (8 mg, 0.017 mmol) in anhydrous methanol (1 mL) in a 4 mL vial. The vial was sealed and shaken at ambient temperature for 30 minutes. Cyclohexyl isocyanide (42 mL, 0.34 mmol) was added, and the mixture was shaken for 2 days at room temperature. The mixture was purified by reverse-phase HPLC using an acetonitrile/water 0.1% TFA gradient elution method to afford the title compound as the TFA salt. 1H NMR (500 MHz, DMSO-d6) delta ppm 13.12 (s, 1 H) 8.32 (s, I H) 8.13 (s, 1 H) 8.05 (d, J=8.85, 1.22 Hz, 1 H) 7.92 (d, J=4.27 Hz, 1 H) 7.60 (d, J=8.54 Hz, 1 H) 7.37 (d, J=3.66 Hz, 1 H) 4.89 (s, 1 H) 2.78 - 2.94 (m, 1 H) 1.73 - 1.83 (m, 2 H) 1.58 - 1.68 (m, 2 H) 1.45 - 1.53 (m, 1 H) 1.16 - 1.29 (m, 2 H) 1.04 - 1.14 (m, 3 H). MS (ESI+) m/z 338.1 (M+H)+.

Reference： [1]Patent: WO2008/154241,2008,A1 .Location in patent: Page/Page column 67

16
[ 931-53-3 ]
[ 1245-13-2 ]
[ 762-42-5 ]
[ 1088610-72-3 ]

Reference： [1]Synthesis,2008,p. 2929 - 2932

17
[ 931-53-3 ]
[ 1245-13-2 ]
[ 762-21-0 ]
[ 1088610-74-5 ]

Reference： [1]Synthesis,2008,p. 2929 - 2932

18
[ 579474-47-8 ]
[ 931-53-3 ]
[ 94-74-6 ]
[ 2043-61-0 ]
C₃₄H₄₅ClFN₃O₅ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
		To a solution of <strong>[579474-47-8](2-amino-4-fluoro-phenyl)-carbamic acid tert-butyl ester</strong> (22.63 mg, 0.10 mmol, 1.0 equiv; Intermediate A) in MeOH (1.0 mL) was added cyclohexanecarbaldehyde (16.83 mg, 18.05 mul, 0.15 mmol, 1.5 equiv; [2043-61-0]) and the mixture stirred at rt. After 30 min, (4-chloro-2-methyl-phenoxy)-acetic acid (20.06 mg, 0.10 mmol, 1.0 equiv; [CAS RN 94-74-6]) and cyclohexyl isocyanide (10.92 mg, 12.27 mul, 0.10 mmol, 1.0 equiv; [931-53-3]) were added and stirring continued at rt for 2 h. A solution of 4 M HCl in dioxane (0.2 mL) was added and the reaction mixture stirred at rt overnight. Removal of the solvent mixture under reduced pressure and purification by preparative HPLC on reversed phase eluting with a gradient of acetonitrile/water provided 38.7 mg (50%) of the title compound. MS (ISP): 512.3 [M+H]+.

Reference： [1]Patent: US2009/62356,2009,A1 .Location in patent: Page/Page column 11

19
[ 931-53-3 ]
C₁₂H₁₅N [ No CAS ]
[ 33252-63-0 ]
[ 1141896-55-0 ]

Reference： [1]Tetrahedron Letters,2009,vol. 50,p. 1741 - 1743

20
[ 931-53-3 ]
[ 927385-84-0 ]
[ 33252-63-0 ]
C₂₉H₅₀F₃N₃O₃Si₂ [ No CAS ]

Reference： [1]Tetrahedron Letters,2009,vol. 50,p. 1741 - 1743

21
[ 931-53-3 ]
[ 123-08-0 ]
[ 17220-38-1 ]
[ 1224473-90-8 ]

Reference： [1]European Journal of Organic Chemistry,2010,p. 1525 - 1543

22
[ 931-53-3 ]
[ 122-78-1 ]
[ 75-31-0 ]
[ 25055-86-1 ]
[ 1255731-92-0 ]

Reference： [1]Synthesis,2010,p. 2997 - 3003

23
[ 253801-04-6 ]
[ 96-50-4 ]
[ 931-53-3 ]
[ 1093302-73-8 ]

Reference： [1]Bioorganic and Medicinal Chemistry Letters,2011,vol. 21,p. 1480 - 1483

24
[ 253801-04-6 ]
[ 504-29-0 ]
[ 931-53-3 ]
[ 1093302-75-0 ]

Reference： [1]Bioorganic and Medicinal Chemistry Letters,2011,vol. 21,p. 1480 - 1483

25
[ 253801-04-6 ]
[ 109-12-6 ]
[ 931-53-3 ]
[ 1093302-81-8 ]

Reference： [1]Bioorganic and Medicinal Chemistry Letters,2011,vol. 21,p. 1480 - 1483

26
[ 253801-04-6 ]
[ 5049-61-6 ]
[ 931-53-3 ]
[ 1093302-76-1 ]

Yield	Reaction Conditions	Operation in experiment
14.1%	With perchloric acid; In dimethyl sulfoxide; at 100℃; for 2h;	lH-indazole-5-carbaldehyde (58.7 mg, 0.40 mmol) and pyrazin-2-amine (38.2 mg, 0.40 mmol) were combined and suspended in DMSO (2 mL). To the reaction was then added isocyanocyclohexane (49.9 uL, 0.40 mmol) followed by HC104 (1.2 uL, 0.02 mmol). The reaction was heated to 100C for 2 hours. Reaction was quenched with H20 and desired product precipitated out. Reaction was filtered and the crude precipitate was purified via ISCO chromatography (0-100% EtOAc:Hexanes). Product yield: 18.8 mg, 14.1%

Reference： [1]Patent: WO2019/70943,2019,A1 .Location in patent: Page/Page column 68-69
[2]Bioorganic and Medicinal Chemistry Letters,2011,vol. 21,p. 1480 - 1483

27
[ 931-53-3 ]
[ 58759-63-0 ]
(E)-3-((cyclohexylimino)methyl)-5-nitrobenzo[d]thiazole-2(3H)-thione [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
95%	In acetonitrile; at 50℃; for 22h;ultrasound irradiation;	General procedure: To a mixture of thio-compound (0.5 mmol), isocyanide (0.5 mmol) was added 0.1 mL acetonitrile. The system was irradiated by ultrasound in an appropriate time at 50 C until the thio-compound was completely consumed (monitored by TLC). Then the solvent was evaporated under the reduced pressure. The residue was purified by flash column chromatography with ethyl acetate and petroleum ether as eluent to afford pure product.

Reference： [1]Tetrahedron Letters,2011,vol. 52,p. 2771 - 2775

28
[ 931-53-3 ]
[ 42182-27-4 ]
[ 123-11-5 ]
[ 1311991-81-7 ]

Reference： [1]Journal of the American Chemical Society,2011,vol. 133,p. 10058 - 10061

29
[ 931-53-3 ]
[ 123-11-5 ]
[ 105250-17-7 ]
[ 1311991-78-2 ]

Reference： [1]Journal of the American Chemical Society,2011,vol. 133,p. 10058 - 10061

30
[ 329-89-5 ]
[ 931-53-3 ]
[ 13246-46-3 ]
[ 1251607-07-4 ]

Yield	Reaction Conditions	Operation in experiment
85%	With montmorillonite clay K10; In 1,4-dioxane; at 110℃; for 40h;	6-Aminonicotinamide (0.500 g, 3.64 mmol), 2,4-bis(benzyloxy)benzaldehyde (1.160 g, 3.64 mmol), cyclohexyl isocyanide (0.398 g, 3.64 mmol) and K10 (0.50 g) was dissolved in 1,4-dioxane (20 mL) at rt. The reaction mixture was refluxed for 40 h at 110 °C while monitoring the reaction progress with TLC. After work-up of the reaction as described previously, the residue obtained was subjected column chromatography on silica gel (ethyl acetate) to furnish a yellow compound which was crystallized from hexane to give pure desired product 2-(2,4-bis(benzyloxy)phenyl)-3-(cyclohexylamino)imidazo[1,2-a]pyridine-6-carboxamide 7 (1.70 g, 85percent) as a yellow solid. Mp = 112-115 °C; IRnumax (cm-1) = 2924, 1667, 1607, 1504, 1452, 1366; 1H NMR (300 MHz, CDCl3) delta 8.75 (s, 1H), 7.80 (d, J = 9.1, 1H), 7.49-7.27 (m, 12H), 6.81-6.72 (m, 2H), 6.52 (br s, 1H), 5.08 (s, 2H), 5.05 (s, 2H), 3.88 (d, J = 8.1, 1H), 2.71-2.55 (m, 1H), 1.68-1.40 (m, 5H), 1.13-0.83 (m, 5H); 13C NMR (75 MHz, CDCl3) delta 167.8, 159.9, 156.2, 141.7, 136.7, 136.0, 135.0, 132.6, 128.8, 128.7, 128.5, 128.2, 127.8, 127.7, 124.9, 121.6, 118.3, 117.2, 116.4, 107.4, 101.6, 71.7, 70.3, 56.6, 34.0, 25.7, 24.8; HRMS (m/z) calculated for C34H35N4O3, (M + H), 547.2709, found 547.2707.

Reference： [1]European Journal of Medicinal Chemistry,2011,vol. 46,p. 4573 - 4583

31
[ 931-53-3 ]
[ 14447-03-1 ]
[ 556-90-1 ]
[ 1361299-52-6 ]

Yield	Reaction Conditions	Operation in experiment
75%	In dichloromethane; at 20℃; for 24.1667h;	General procedure: To a stirred solution of dimethyl acetylenedicarboxylate (0.14 g, 1 mmol) and <strong>[556-90-1]2-imino-1,3-thiazolidin-4-one</strong> (3) (0.118 g, 1 mmol) in anhydrous CH2Cl2 (5 mL) was added dropwise a solution of cyclohexyl isocyanide (0.083 g, 1 mmol) in anhydrous CH2Cl2 (3 mL) at rt over 10 min. The reaction mixture was then stirred for 24 h. The solvent was removed under reduced pressure and the residue purified by silica gel (Merck 230-240 mesh) column chromatography using hexane-EtOAc as eluent to yield 4a.

Reference： [1]Tetrahedron Letters,2012,vol. 53,p. 1351 - 1353

32
[ 931-53-3 ]
[ 556-90-1 ]
[ 762-42-5 ]
[ 1361299-50-4 ]

Yield	Reaction Conditions	Operation in experiment
87%	In dichloromethane; at 20℃; for 24.1667h;	To a stirred solution of dimethyl acetylenedicarboxylate (0.14 g, 1 mmol) and <strong>[556-90-1]2-imino-1,3-thiazolidin-4-one</strong> (3) (0.118 g, 1 mmol) in anhydrous CH2Cl2 (5 mL) was added dropwise a solution of cyclohexyl isocyanide (0.083 g, 1 mmol) in anhydrous CH2Cl2 (3 mL) at rt over 10 min. The reaction mixture was then stirred for 24 h. The solvent was removed under reduced pressure and the residue purified by silica gel (Merck 230-240 mesh) column chromatography using hexane-EtOAc as eluent to yield 4a: yellow powder; mp 137-138 C, 0.32 g, yield 87%. IR (KBr) (numax/cm-1): 3234 (NH), 1750, 1724, 1637 (3CO), 1H NMR (300.13 MHz, CDCl3): deltaH (ppm) 1.20-1.93 (10 H, m, 5CH2 of cyclohexyl), 3.68 (3H, s, OMe), 3.72 (3 H, s, OMe), 3.90 (1H, d, 2JH,H = 17.4 Hz, CH2-S) 4.00 (1H, d, 2JH,H = 17.4 Hz, CH2-S), 3.88-4.03 (1H, m, CH-NH), 5.67 (1H, s, CH-CO2Me), 8.82 (1 H, br s, NH). 13C NMR (75.46 MHz, CDCl3): deltaC (ppm): 24.52, 24.58, 32.34, (5CH2 of cyclohexyl), 33.74 (CH2-S), 34.04 (CH-CO2Me), 50.64, (CH-NH), 52.88 52.96 (2OMe), 68.87 (C-CO2Me), 155.40 (NC-N), 164.61 (NH-CC), 168.28, 170.21, 170.66 (3CO). MS: (m/z, %) 367 (M, 4), 336 (3), 308 (100), 226 (28), 198 (33), 166 (24), 107 (8), 55 (9). Anal. Calcd for C16H21N3O5S: C, 52.30; H, 5.76; N, 11.44. Found: C, 52.22; H, 5.73; N, 11.38.

Reference： [1]Tetrahedron Letters,2012,vol. 53,p. 1351 - 1353

33
[ 931-53-3 ]
[ 556-90-1 ]
[ 762-21-0 ]
[ 1361299-51-5 ]

Yield	Reaction Conditions	Operation in experiment
70%	In dichloromethane; at 20℃; for 24.1667h;	General procedure: To a stirred solution of dimethyl acetylenedicarboxylate (0.14 g, 1 mmol) and <strong>[556-90-1]2-imino-1,3-thiazolidin-4-one</strong> (3) (0.118 g, 1 mmol) in anhydrous CH2Cl2 (5 mL) was added dropwise a solution of cyclohexyl isocyanide (0.083 g, 1 mmol) in anhydrous CH2Cl2 (3 mL) at rt over 10 min. The reaction mixture was then stirred for 24 h. The solvent was removed under reduced pressure and the residue purified by silica gel (Merck 230-240 mesh) column chromatography using hexane-EtOAc as eluent to yield 4a.

Reference： [1]Tetrahedron Letters,2012,vol. 53,p. 1351 - 1353

34
[ 1072-98-6 ]
[ 931-53-3 ]
[ 197638-83-8 ]
[ 1365392-55-7 ]

Yield	Reaction Conditions	Operation in experiment
47.9%	With acetic acid; In methanol; at 20℃; for 18h;	General procedure: The synthesis of compounds 5, 14-23 and 26-31 follows a multi-component procedure described by Groebke et al.1 N-Cyclohexyl-2-(4-morpholinophenyl)imidazo[1,2-a]pyridin-3- amine 17: 0.30 g (3.1 mmol) 2-aminopyridine and 0.60 g (3.1 mmol) 4-morpholinobenzaldehyde were stirred with glacial acetic acid and 35 mL anhydrous MeOH, then 0.35 g (3.1 mmol) cyclohexyl isocyanide was added. After 18 h the reaction mixture was quenched with 5 mL 2N HCl to destroy the residual isocyanide. MeOH was removed under reduced pressure and 50 mL saturated NaHCO3 solution was added. The product was extracted with EtOAc (3 x 40 mL) and the solvent was removed under reduced pressure. The purification was completed by recrystallization from EtOAc/MeOH yielding 0.50 g (42.2%) yellow solid.

Reference： [1]Bioorganic and Medicinal Chemistry Letters,2012,vol. 22,p. 1969 - 1975

35
[ 1918-77-0 ]
[ 372-19-0 ]
[ 931-53-3 ]
[ 5780-66-5 ]
[ 1395081-24-9 ]

Reference： [1]ACS Medicinal Chemistry Letters,2012,vol. 3,p. 850 - 855

36
[ 107-10-8 ]
[ 53590-49-1 ]
[ 931-53-3 ]
[ 88-67-5 ]
[ 1427311-39-4 ]

Reference： [1]Chemical Communications,2013,vol. 49,p. 2894 - 2896
[2]ACS Combinatorial Science,2014,vol. 16,p. 184 - 191

37
[ 931-53-3 ]
[ 32161-30-1 ]
[ 67-64-1 ]
[ 22483-09-6 ]
C₂₅H₄₁N₃O₆ [ No CAS ]

Reference： [1]Chemistry - A European Journal,2013,vol. 19,p. 8048 - 8052

38
[ 931-53-3 ]
[ 32161-30-1 ]
N-cyclohexyl-2-((1R,5S)-8,9-dimethoxy-4-oxo-1,2,3,4,5,6-hexahydro-1,5-epiminobenzo[d]azocin-11-yl)-2-methylpropanamide [ No CAS ]

Reference： [1]Chemistry - A European Journal,2013,vol. 19,p. 8048 - 8052

39
[ 931-53-3 ]
[ 578-46-1 ]
[ 141-97-9 ]
C₂₀H₂₈N₆O₄ [ No CAS ]

Reference： [1]Synlett,2013,vol. 24,p. 1485 - 1492

40
[ 67-56-1 ]
[ 931-53-3 ]
[ 5497-67-6 ]
[ 13138-33-5 ]
[ 2052-49-5 ]
C₁₈H₃₅N₂O₄P*C₁₆H₃₆N⁽¹⁺⁾ [ No CAS ]

Reference： [1]Journal of Organic Chemistry,2013,vol. 78,p. 10077 - 10087

41
[ 67-56-1 ]
[ 2041-14-7 ]
[ 931-53-3 ]
[ 5497-67-6 ]
methyl [(2-{1-[(cyclohexyl)carbamoyl]-2,2-dimethylpent-4-en-1-yl}amino)ethyl]phosphonate [ No CAS ]

Reference： [1]Journal of Organic Chemistry,2013,vol. 78,p. 10077 - 10087

42
[ 931-53-3 ]
[ 30189-48-1 ]
[ 98-53-3 ]
tert-butyl ((R)-1-(2-((1S,4S)-4-tert-butyl-1-(1-cyclohexyl-1H-tetrazol-5-yl)cyclohexyl)hydrazinyl)-1-oxo-3-phenylpropan-2-yl)carbamate [ No CAS ]
C₃₁H₄₉N₇O₃ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
65%	With trimethylsilylazide; In methanol; at 20℃; for 24.0h;	General procedure: To a solution of hydrazide 1 (1mmol), ketone 2 (1mmol), isocyanide 3 (1.2mmol) and trimethylsilyl azide 4 (1mmol) in 8mL MeOH was added. The mixture was stirred for 24h at ambient temperature. After completion of the reaction, as indicated by TLC (ethyl acetate/n-hexane, 1:3), the solvent was removed under vacuum, and the residue was precipitated by addition of 3mL of EtOH and 1mL of H2O. The precipitate was filtered off and then crystallized from ethanol. Yield (369 mg, 65%) as a white solid; mp 188-189 C; Rf (33% EtOAc/Hexane) 0.36; numax (KBr), 3350, 3293, 3096, 2965, 1719, 1680, 1504 cm-1; deltaH (300 MHz, CDCl3) 0.91 (s, 9H, Ht-Bu), 1.00-2.09 (m, 19H, Hcyclohexyl), 1.32 (s, 9H, Ht-Bu), 3.00 (m, 2H, CH2), 4.16-4.24 (m, 1H, CHN), 4.88-4.90 (m, 1H, CH), 5.28 (d, 1H, J 7.0 Hz, NH), 7.10-7.30 (m, 6H, HAr, NH), 7.53 (br s, 1H, NH); deltaC (75 MHz, CDCl3) 21.6, 21.8, 24.9, 25.6, 27.4, 28.1, 31.7, 32.4, 32.6, 33.4, 33.5, 46.9, 58.1, 59.3, 80.4, 127.0, 128.6, 129.1, 136.2, 157.0, 170.0; HRMS (ESI): [M+H]+ found 568.39664 C31H50N7O3 requires 568.39658; [M+Na]+ found 590.37859 C31H49N7NaO3 requires 590.37854.

Reference： [1]Tetrahedron,2013,vol. 69,p. 10718 - 10723

43
[ 931-53-3 ]
[ 52548-63-7 ]
[ 2393-23-9 ]
[ 1586800-30-7 ]

Reference： [1]Tetrahedron Letters,2014,vol. 55,p. 2070 - 2074

44
[ 931-53-3 ]
[ 52548-63-7 ]
[ 2393-23-9 ]
[ 3034-50-2 ]
[ 1586800-12-5 ]

Yield	Reaction Conditions	Operation in experiment
69%	With sodium sulfate; In methanol; at 20℃;Sealed tube;	General procedure: To a solution of imidazole carbaldehyde (1a-d) (100 mg, 1 equiv) in methanol (3 mL) were added successively Na2SO4 (0.2 g), amine 2a-d (1.2 equiv), alkynoic acid 3a-c (1.2 equiv) and isonitrile 4a-c (1.2 equiv) in a screw capped vial equipped with a magnetic stir bar. The reaction mixture was stirred at room temperature for 24-48 h in closed vial. After completion of the reaction, the mixture was diluted with dichloromethane (100 mL) and was extracted with water (50 mL). Organic layer was washed with brine (50 mL), dried over magnesium sulfate and evaporated under reduced pressure to obtained residue which was subjected to silica gel column chromatography (1-5 % methanol in dichloromethane) to afford the desired product 5a-r as solid.

Reference： [1]Tetrahedron Letters,2014,vol. 55,p. 2070 - 2074

45
[ 50-00-0 ]
[ 931-53-3 ]
[ 2471-70-7 ]
[ 104-86-9 ]
C₂₇H₂₉ClN₂O₃ [ No CAS ]

Reference： [1]ACS Combinatorial Science,2014,vol. 16,p. 393 - 396

46
[ 50-00-0 ]
[ 931-53-3 ]
[ 2471-70-7 ]
[ 140-75-0 ]
C₂₇H₂₉FN₂O₃ [ No CAS ]

Reference： [1]ACS Combinatorial Science,2014,vol. 16,p. 393 - 396

47
[ 931-53-3 ]
[ 100-46-9 ]
[ 471-25-0 ]
[ 5235-10-9 ]
N-benzyl-N-(2-(cyclohexylamino)-1-(1H-indazol-3-yl)-2-oxoethyl)propiolamide [ No CAS ]

Reference： [1]Green Chemistry,2015,vol. 17,p. 3314 - 3318

48
[ 931-53-3 ]
[ 100-46-9 ]
[ 5235-10-9 ]
(±)-2-benzyl-N-cyclohexyl-3-oxo-2,3-dihydro-1H-[1,4]diazepino[1,2-b]indazole-1-carboxamide [ No CAS ]

Reference： [1]Green Chemistry,2015,vol. 17,p. 3314 - 3318

49
[ 931-53-3 ]
[ 221910-19-6 ]
(E)-N-(3-(4-chlorophenyl)-1-cyclohexylpyrrolo[2,3-b]indol-2(1H)-ylidene)cyclohexanamine [ No CAS ]

Reference： [1]Chemical Communications,2015,vol. 51,p. 9519 - 9522

50
[ 931-53-3 ]
[ 221910-19-6 ]
C₂₈H₃₂ClN₃ [ No CAS ]

Reference： [1]Chemical Communications,2015,vol. 51,p. 9519 - 9522

51
[ 928782-97-2 ]
[ 931-53-3 ]
(E)-N-(5-chloro-1-cyclohexyl-3-phenylpyrrolo[2,3-b]indol-2(1H)-ylidene)cyclohexanamine [ No CAS ]

Reference： [1]Chemical Communications,2015,vol. 51,p. 9519 - 9522

52
[ 928782-97-2 ]
[ 931-53-3 ]
C₂₈H₃₂ClN₃ [ No CAS ]

Reference： [1]Chemical Communications,2015,vol. 51,p. 9519 - 9522

53
[ 931-53-3 ]
[ 5417-17-4 ]
(2-chloro-3,4-dimethoxyphenyl)(1-cyclohexyl-1H-tetrazol-5-yl)methanol [ No CAS ]

Reference： [1]Green Chemistry,2016,vol. 18,p. 3718 - 3721

54
[ 27810-64-6 ]
[ 931-53-3 ]
7-carboxy-2-cyclohexyl-1-(cyclohexylamino)imidazo[5,1-a]isoquinolin-2-ium chloride [ No CAS ]

Reference： [1]Angewandte Chemie - International Edition,2016,vol. 55,p. 8994 - 8998
Angew. Chem.,2016,vol. 128,p. 9140 - 9144,5

55
[ 931-53-3 ]
[ 704-14-3 ]
[ 630-19-3 ]
N-cyclohexyl-2-(5-methoxy-2-nitrophenoxy)-3,3-dimethylbutanamide [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
68%	With 1,4-diaza-bicyclo[2.2.2]octane; In neat (no solvent); at 55℃; for 12h;	General procedure: To 1.0 equiv. of phenol were added successively 1.0 equiv. of DABCO, 2.0 equiv. of aldehyde and 1.0 equiv. of isocyanide. The resulting mixture was stirred neat at 55 C for 12 h. The crude product was purified by flash chromatography on silica gel.

Reference： [1]Molecules,2016,vol. 21

56
[ 224635-40-9 ]
[ 931-53-3 ]
[ 4755-72-0 ]
[ 123-08-0 ]
1-cyclohexyl-3-(4-hydroxyphenyl)-4-(4-(2-oxomorpholino)phenyl)-6-phenylpiperazine-2,5-dione [ No CAS ]