Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1909984Generated: October 31, 2026

Ammonium Hydroxide → 1,1-dimethylethyl 4-(4-amino-5-bromo-7H-pyrrolo[2,3-d]pyrimidin-7-yl)-1-piperidinecarboxylate

https://huagongshe.com/reaction/1909984

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmonium HydroxideHCID 14923—
Reactant1,1-dimethylethyl 4-(5-bromo-4-chloro-7H-pyrrolo[2,3-d]pyrimidin-7-yl)-1-piperidinecarboxylateHCID 58057890—
Solvent1,4-DioxaneHCID 31275—
Product1,1-dimethylethyl 4-(4-amino-5-bromo-7H-pyrrolo[2,3-d]pyrimidin-7-yl)-1-piperidinecarboxylateHCID 66823795112.6%

Reaction Conditions

Temperature100 °C

Reaction Steps

To 1,1-dimethylethyl 4-(5-bromo-4-chloro-7H-pyrrolo[2,3-d]pyrimidin-7-yl)-1-piperidinecarboxylate (313 mg, 0.753 mmol) was added ammonium hydroxide (2 mL, 51.4 mmol) and 1,4-Dioxane (1 mL) to a 5 mL microwave vial and heated in microwave for 20 min. at 100° C. After total of 35 minutes the reaction was completed. The reaction was concentrated to give 1,1-dimethylethyl 4-(4-amino-5-bromo-7H-pyrrolo[2,3-d]pyrimidin-7-yl)-1-piperidinecarboxylate (336 mg). 1H NMR (400 MHz, DMSO-d6) δ 8.09 (s, 1H), 7.60 (s, 1H), 4.71 (tt, J=5.40, 10.64 Hz, 1H), 4.08 (br. s., 2H), 2.91 (br. s., 2H), 1.81-1.94 (m, 4H), 1.43 (s, 9H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08598156B2
Source datasetuspto-grants-2013_12
ORD IDord-2f2bbdb3f8bb47a79ce88203a83d03a3
Source noteuspto-grants-2013_12