Pyrrolo[3,4-c]pyrazole-5(1H)-carboxylic acid, 4,6-dihydro-, 1,1-dimethylethyl ester

Product Name: Pyrrolo[3,4-c]pyrazole-5(1H)-carboxylic acid, 4,6-dihydro-, 1,1-dimethylethyl ester
CAS No.: 657428-42-7
Chemical Name: Pyrrolo[3,4-c]pyrazole-5(1H)-carboxylic acid, 4,6-dihydro-, 1,1-dimethylethyl ester
Synonyms: EOS-60428;N-Boc-pyrazolopyrrolidine;5-Boc-4,6-Dihydro-1H-pyrr...;5-Boc-4,6-Dihydro-1H-pyrrolo[3,4-c]pyrazole;tert-butyl pyrrolo[3,4-c]pyrazole-5(1H,4H,6H)-carboxylate;tert-butyl 1H,4H,5H,6H-pyrrolo[3,4-c]pyrazole-5- carboxylate;tert-butyl 4,6-dihydropyrrolo[3,4-c]pyrazole-5(1H)-carboxylate;tert-Butyl 4,6-dihydro-1H-pyrrolo[3,4-c]pyrazole-5-carboxylate;tert-butyl 4,6-dihydropyrrolo[3,4-c]pyrazole-5(1H)-carboxyla...;4,6-Dihydro-1H-pyrrolo[3,4-c]pyrazole-5-carboxylicacidtert-butyleste
CBNumber: CB6958574
Molecular Formula: C10H15N3O2
Formula Weight: 209.24
MOL File: 657428-42-7.mol

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Pyrrolo[3,4-c]pyrazole-5(1H)-carboxylic acid, 4,6-dihydro-, 1,1-dimethylethyl ester Property

Boiling point:: 366.0±42.0 °C(Predicted)
Density: 1.243±0.06 g/cm3(Predicted)
storage temp.: 2-8°C
pka: 15.04±0.20(Predicted)
Appearance: Light yellow to yellow Solid
InChI: InChI=1S/C10H15N3O2/c1-10(2,3)15-9(14)13-5-7-4-11-12-8(7)6-13/h4H,5-6H2,1-3H3,(H,11,12)
InChIKey: IBUNCTVDGYIKAP-UHFFFAOYSA-N
SMILES: N1=CC2CN(C(OC(C)(C)C)=O)CC=2N1

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Safety

HS Code: 2933998090

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P337+P313IF eye irritation persists: Get medical advice/attention.

P362Take off contaminated clothing and wash before reuse.

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N-Bromosuccinimide Price

TCI Chemical

Product number: D6462
Product name: tert-Butyl 4,6-Dihydropyrrolo[3,4-c]pyrazole-5(1H)-carboxylate
Packaging: 1G
Price: $104
Updated: 2025/07/31

TCI Chemical

Product number: D6462
Product name: tert-Butyl 4,6-Dihydropyrrolo[3,4-c]pyrazole-5(1H)-carboxylate
Packaging: 5G
Price: $312
Updated: 2025/07/31

TRC

Product number: D447460
Product name: 4,6-Dihydro-1H-pyrrolo[3,4-c]pyrazole-5-carboxylicAcidtert-ButylEster
Packaging: 250mg
Price: $105
Updated: 2021/12/16

TRC

Product number: D447460
Product name: 4,6-Dihydro-1H-pyrrolo[3,4-c]pyrazole-5-carboxylicAcidtert-ButylEster
Packaging: 5g
Price: $875
Updated: 2021/12/16

Biosynth Carbosynth

Product number: FD44118
Product name: 4,6-Dihydro-1H-pyrrolo[3,4-c]pyrazole-5-carboxylic acid tert-butyl ester
Packaging: 250mg
Price: $75
Updated: 2021/12/16

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Pyrrolo[3,4-c]pyrazole-5(1H)-carboxylic acid, 4,6-dihydro-, 1,1-dimethylethyl ester Chemical Properties,Usage,Production

Uses

4,6-Dihydro-1H-pyrrolo[3,4-c]pyrazole-5-carboxylic Acid tert-Butyl Ester is an intermediate in the synthesis of Omarigliptin (O633100), a potent and selective dipeptidyl peptidase 4 (DPP-4) inhibitor to be used as treatment for type 2 diabetes.

Synthesis

157327-42-9

1280210-79-8

Tert-butyl 3-((dimethylamino)methylene)-4-oxopyrrolidine-1-carboxylate (1 g, 4.16 mmol, 1.00 eq.) was used as a raw material and dissolved in ethanol (10 mL) with hydrazine hydrate (340 mg, 6.79 mmol, 1.63 eq.). The mixed solution was stirred and reacted at room temperature for 5 hours. Upon completion of the reaction, the solvent was removed by vacuum concentration and the crude product obtained was purified by silica gel column chromatography with ethyl acetate/petroleum ether as eluent (the ratio was gradually adjusted from 1:5 to 1:2). Finally, 250 mg (29% yield) of tert-butyl 4,6-dihydropyrrolo[3,4-c]pyrazole-5(2H)-carboxylate was obtained and the product was a yellow oil. The product was confirmed by LC/MS (Method C, ESI) analysis: retention time RT = 1.30 min, mass-to-charge ratio m/z ~ 210.0 [M + H]+.

References

[1] Patent: WO2013/127267, 2013, A1. Location in patent: Page/Page column 97; 98
[2] Bioorganic and Medicinal Chemistry Letters, 2013, vol. 23, # 19, p. 5361 - 5366
[3] Patent: EP3144310, 2017, A1

Pyrrolo[3,4-c]pyrazole-5(1H)-carboxylic acid, 4,6-dihydro-, 1,1-dimethylethyl ester Preparation Products And Raw materials

Raw materials

Preparation Products

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Pyrrolo[3,4-c]pyrazole-5(1H)-carboxylic acid, 4,6-dihydro-, 1,1-dimethylethyl ester Suppliers

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View Lastest Price from Pyrrolo[3,4-c]pyrazole-5(1H)-carboxylic acid, 4,6-dihydro-, 1,1-dimethylethyl ester manufacturers

Nanjing Fred Technology Co., Ltd

Product: Pyrrolo[3,4-c]pyrazole-5(1H)-carboxylic acid, 4,6-dihydro-, 1,1-dimethylethyl ester 657428-42-7
Price: US $0.00-0.00/kg
Min. Order: 1kg
Purity: 98%
Supply Ability: 1 ton
Release date: 2024-01-02

Career Henan Chemical Co

Product: Pyrrolo[3,4-c]pyrazole-5(1H)-carboxylic acid, 4,6-dihydro-, 1,1-dimethylethyl ester 657428-42-7
Price: US $1.00/KG
Min. Order: 1KG
Purity: 99%
Supply Ability: Customized
Release date: 2019-07-03

657428-42-7, Pyrrolo[3,4-c]pyrazole-5(1H)-carboxylic acid, 4,6-dihydro-, 1,1-dimethylethyl esterRelated Search:

TERT-BUTYL HEXAHYDROPYRROLO[3,4-B]PYRROLE-5(1H)-CARBOXYLATE Canagliflozin heMihydrate 8-bromo-7-(but-2-ynyl)-3-methyl-1H-purine-2,6(3H,7H)-dione (1R trans)-2-(3,4-difluorophenyl)cyclopropane amine Tetrahydro-2,2-dimethyl-4,7-methano-6H-1,3-dioxolo[4,5-d][1,2]oxazine-6-carboxylic acid phenylmethyl ester Canagliflozin Cyclopropanamine,2-(3,4-difluorophenyl)-(1R,2S) -(2R,3R)-2,3-dihydroxybutanedioate (1:1) 2-(Methylsulfonyl)-2,4,5,6-tetrahydropyrrolo[3,4-c]pyrazole tert-butyl 2-(Methylsulfonyl)-4,6-dihydropyrrolo[3,4-c]pyrazole-5(2H)-carboxylate tert-butyl 1-(2,5-difluorophenyl)-1-oxopent-4-yn-2-ylcarbaMate CPo3604-01 1,4,5,6-TETRAHYDROPYRROLO[3,4-C]PYRAZOLE 1-ETHYLOXYCARBONYL-5-BOC-3-AMINO-4,6-DIHYDRO-PYRROLO[3,4-C]PYRAZOLE 5N-BOC-3-AMINO-4,6-DIHYDRO-1H-PYRROLO[3,4-C]PYROZOLE TERT-BUTYL 3-AMINO-6,6-DIMETHYL-4,6-DIHYDROPYRROLO[3,4-C]PYRAZOLE-5(1H)-CARBOXYLATE 1-ETHYLOXYCARBONYL-3-[4-(4-METHYL-PIPERAZIN-1-YL)-BENZOYLAMINO]-5-BOC-4,6-DIHYDRO-PYRROLO[3,4-C]PYRAZOLE tert-butyl 3-amino-6-ethyl-4,6-dihydropyrrolo[3,4-c]pyrazole-5(1H)-carboxylate TERT-BUTYL 3'-AMINO-1'H-SPIRO[CYCLOPROPANE-1,6'-PYRROLO[3,4-C]PYRAZOLE]-5'(4'H)-CARBOXYLATE

5-Boc-4,6-Dihydro-1H-pyrrolo[3,4-c]pyrazole

5-Boc-4,6-Dihydro-1H-pyrr...

tert-butyl 1H,4H,5H,6H-pyrrolo[3,4-c]pyrazole-5- carboxylate

Pyrrolo[3,4-c]pyrazole-5(1H)-carboxylic acid, 4,6-dihydro-, 1,1-dimethylethyl ester

tert-butyl 4,6-dihydropyrrolo[3,4-c]pyrazole-5(1H)-carboxylate

N-Boc-pyrazolopyrrolidine

4,6-Dihydropyrrolo[3,4-c]pyrazole-5(1H)-carboxylic acid tert-butyl ester

tert-Butyl 4,6-dihydro-1H-pyrrolo[3,4-c]pyrazole-5-carboxylate

EOS-60428

tert-butyl pyrrolo[3,4-c]pyrazole-5(1H,4H,6H)-carboxylate

tert-butyl 4,6-dihydropyrrolo[3,4-c]pyrazole-5(1H)-carboxyla...

4,6-Dihydro-1H-pyrrolo[3,4-c]pyrazole-5-carboxylicacidtert-butyleste

4,6-Dihydropyrrolo[3,4-c]pyrazole-5(1H)-carboxylic acid tert-butyl ester 98% for Omarigliptin API

657428-42-7

Heterocycles series