20356-45-0|3-(1H-Indol-3-yl)-3-oxopropanenitrile| Ambeed

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Quality Control of [ 20356-45-0 ] Purity: 95% SDS Specification

COA

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NMR

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Product Details of [ 20356-45-0 ]

CAS No. :	20356-45-0
Formula :	C₁₁H₈N₂O
M.W :	184.19
SMILES Code :	O=C(CC#N)C1=CNC2=C1C=CC=C2
MDL No. :	MFCD04610443
InChI Key :	KSKBLDDGNWKWKN-UHFFFAOYSA-N
Pubchem ID :	2453568

Safety of [ 20356-45-0 ]

GHS Pictogram:
Signal Word:	Warning
Hazard Statements:	H302
Precautionary Statements:	P280-P305+P351+P338

Application In Synthesis of [ 20356-45-0 ]

* 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 [ 20356-45-0 ]

[ 20356-45-0 ] Synthesis Path-Downstream 1~29

1
[ 104-87-0 ]
[ 873-95-0 ]
[ 20356-45-0 ]
[ 1315505-99-7 ]

Yield	Reaction Conditions	Operation in experiment
81%	With ammonium acetate; In butan-1-ol; at 120℃; for 12h;	General procedure: Aldehyde 1 (0.5 mmol), 3-cynaoacetyl indole 2 (0.5 mmol), and 3-amino-2-enone 3 (0.5 mmol) at 120 C was stirred for 8 h or 12 h in 2 mL n-BuOH in the presence of NH4OAc (0.5 mmol). After the completion (monitored by TLC), water (50 mL) was added. The mixture was filtered and the solid product was washed with water (3×5 mL). The crude product was purified by recrystallization from EtOH to give 4.

References: [1]Tetrahedron,2011,vol. 67,p. 5469 - 5476.

2
[ 555-16-8 ]
[ 873-95-0 ]
[ 20356-45-0 ]
[ 1315505-80-6 ]

Yield	Reaction Conditions	Operation in experiment
80%	With ammonium acetate; In butan-1-ol; at 120℃; for 8h;	General procedure: Aldehyde 1 (0.5 mmol), 3-cynaoacetyl indole 2 (0.5 mmol), and 3-amino-2-enone 3 (0.5 mmol) at 120 C was stirred for 8 h or 12 h in 2 mL n-BuOH in the presence of NH4OAc (0.5 mmol). After the completion (monitored by TLC), water (50 mL) was added. The mixture was filtered and the solid product was washed with water (3×5 mL). The crude product was purified by recrystallization from EtOH to give 4.

References: [1]Tetrahedron,2011,vol. 67,p. 5469 - 5476.

3
[ 100-52-7 ]
[ 873-95-0 ]
[ 20356-45-0 ]
[ 1315505-91-9 ]

Yield	Reaction Conditions	Operation in experiment
83%	With ammonium acetate; In butan-1-ol; at 120℃; for 12h;	General procedure: Aldehyde 1 (0.5 mmol), 3-cynaoacetyl indole 2 (0.5 mmol), and 3-amino-2-enone 3 (0.5 mmol) at 120 C was stirred for 8 h or 12 h in 2 mL n-BuOH in the presence of NH4OAc (0.5 mmol). After the completion (monitored by TLC), water (50 mL) was added. The mixture was filtered and the solid product was washed with water (3×5 mL). The crude product was purified by recrystallization from EtOH to give 4.

References: [1]Tetrahedron,2011,vol. 67,p. 5469 - 5476.

4
[ 123-11-5 ]
[ 873-95-0 ]
[ 20356-45-0 ]
[ 1315506-02-5 ]

Yield	Reaction Conditions	Operation in experiment
75%	With ammonium acetate; In butan-1-ol; at 120℃; for 12h;	General procedure: Aldehyde 1 (0.5 mmol), 3-cynaoacetyl indole 2 (0.5 mmol), and 3-amino-2-enone 3 (0.5 mmol) at 120 C was stirred for 8 h or 12 h in 2 mL n-BuOH in the presence of NH4OAc (0.5 mmol). After the completion (monitored by TLC), water (50 mL) was added. The mixture was filtered and the solid product was washed with water (3×5 mL). The crude product was purified by recrystallization from EtOH to give 4.

References: [1]Tetrahedron,2011,vol. 67,p. 5469 - 5476.

5
[ 873-95-0 ]
[ 874-42-0 ]
[ 20356-45-0 ]
[ 1315505-84-0 ]

Yield	Reaction Conditions	Operation in experiment
93%	With ammonium acetate; In butan-1-ol; at 120℃; for 8h;	General procedure: Aldehyde 1 (0.5 mmol), 3-cynaoacetyl indole 2 (0.5 mmol), and 3-amino-2-enone 3 (0.5 mmol) at 120 C was stirred for 8 h or 12 h in 2 mL n-BuOH in the presence of NH4OAc (0.5 mmol). After the completion (monitored by TLC), water (50 mL) was added. The mixture was filtered and the solid product was washed with water (3×5 mL). The crude product was purified by recrystallization from EtOH to give 4.

References: [1]Tetrahedron,2011,vol. 67,p. 5469 - 5476.

6
[ 873-95-0 ]
[ 20356-45-0 ]
[ 1122-91-4 ]
[ 1315505-75-9 ]

Yield	Reaction Conditions	Operation in experiment
90%	With ammonium acetate; In butan-1-ol; at 120℃; for 8h;	General procedure: Aldehyde 1 (0.5 mmol), 3-cynaoacetyl indole 2 (0.5 mmol), and 3-amino-2-enone 3 (0.5 mmol) at 120 C was stirred for 8 h or 12 h in 2 mL n-BuOH in the presence of NH4OAc (0.5 mmol). After the completion (monitored by TLC), water (50 mL) was added. The mixture was filtered and the solid product was washed with water (3×5 mL). The crude product was purified by recrystallization from EtOH to give 4.

References: [1]Tetrahedron,2011,vol. 67,p. 5469 - 5476.

7
[ 873-95-0 ]
[ 20356-45-0 ]
[ 66-99-9 ]
[ 1315506-06-9 ]

Yield	Reaction Conditions	Operation in experiment
66%	With ammonium acetate; In butan-1-ol; at 120℃; for 12h;	General procedure: Aldehyde 1 (0.5 mmol), 3-cynaoacetyl indole 2 (0.5 mmol), and 3-amino-2-enone 3 (0.5 mmol) at 120 C was stirred for 8 h or 12 h in 2 mL n-BuOH in the presence of NH4OAc (0.5 mmol). After the completion (monitored by TLC), water (50 mL) was added. The mixture was filtered and the solid product was washed with water (3×5 mL). The crude product was purified by recrystallization from EtOH to give 4.

References: [1]Tetrahedron,2011,vol. 67,p. 5469 - 5476.

8
[ 873-95-0 ]
[ 20356-45-0 ]
[ 135-02-4 ]
[ 1315505-95-3 ]

Yield	Reaction Conditions	Operation in experiment
80%	With ammonium acetate; In butan-1-ol; at 120℃; for 12h;	General procedure: Aldehyde 1 (0.5 mmol), 3-cynaoacetyl indole 2 (0.5 mmol), and 3-amino-2-enone 3 (0.5 mmol) at 120 C was stirred for 8 h or 12 h in 2 mL n-BuOH in the presence of NH4OAc (0.5 mmol). After the completion (monitored by TLC), water (50 mL) was added. The mixture was filtered and the solid product was washed with water (3×5 mL). The crude product was purified by recrystallization from EtOH to give 4.

References: [1]Tetrahedron,2011,vol. 67,p. 5469 - 5476.

9
[ 20356-45-0 ]
[ 19012-02-3 ]

References: [1]Letters in Organic Chemistry,2011,vol. 8,p. 656 - 662.
[2]Letters in Organic Chemistry,2011,vol. 8,p. 656 - 662.

10
[ 10102-94-0 ]
[ 20356-45-0 ]
[ 1391815-92-1 ]

References: [1]Journal of Chemical Sciences,2011,vol. 123,p. 609 - 614.

11
[ 39974-94-2 ]
[ 20356-45-0 ]
[ 1391815-90-9 ]

References: [1]Journal of Chemical Sciences,2011,vol. 123,p. 609 - 614.

12
[ 20356-45-0 ]
[ 60481-51-8 ]
1-(3,4-dimethylphenyl)-3-(1H-indol-3-yl)-1H-pyrazol-5-amine [ No CAS ]

References: [1]New Journal of Chemistry,2018,vol. 42,p. 6617 - 6620.

13
[ 1121-60-4 ]
[ 1004-38-2 ]
[ 20356-45-0 ]
2,4-diamino-7-(1H-indol-3-yl)-5-(pyridin-2-yl)-5,8-dihydropyrido[2,3-d]pyrimidine-6-carbonitrile [ No CAS ]