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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1192377Generated: November 1, 2026

4-(Piperazin-1-yl)-1H-pyrrolo[2,3-d]pyrimidine dihydrochloride → 3-Amino-2-(4-bromo-2-fluoro-benzyl)-1-[4-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)-piperazin-1-yl]-propan-1-one dihydrochloride

https://huagongshe.com/reaction/1192377

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-(Piperazin-1-yl)-1H-pyrrolo[2,3-d]pyrimidine dihydrochlorideHCID 67537856—
Reactant2-(4-Bromo-2-fluoro-benzyl)-3-tert-butoxycarbonylamino-propionic acidHCID 67539820—
Product3-Amino-2-(4-bromo-2-fluoro-benzyl)-1-[4-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)-piperazin-1-yl]-propan-1-one dihydrochlorideHCID 67539061—

Reaction Steps

3-Amino-2-(4-bromo-2-fluoro-benzyl)-1-[4-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)-piperazin-1-yl]-propan-1-one dihydrochloride was prepared by substituting 5-piperazin-1-yl-1H-indazole with 4-Piperazin-1-yl-7H-pyrrolo[2,3-d]pyrimidine dihydrochloride and substituting (D)-Boc-4-chlorophenylalanine with 2-(4-Bromo-2-fluoro-benzyl)-3-tert-butoxycarbonylamino-propionic acid in Example 34, Step 2, then removing the Boc protecting group as described in Example 34, Step 3. 1H NMR (CD3OD, 400 MHz) δ 8.37 (s, 1H), 7.40 (d, J=3.6 Hz, 1H), 7.36 (m, 1H), 7.31 (m, 1H), 7.24 (t, J=8.0 Hz, 1H), 6.95 (d, J=3.6 Hz, 1H), 4.14 (m, 2H), 4.02 (m, 1H), 3.87 (m, 4H), 3.55 (m, 2H), 3.34 (m, 1H), 3.11 (m, 1H), 2.98 (m, 2H). LCMS (APCI+) m/z 461, 463 [M+H]+; Rt=1.79 min.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08680114B2
Source datasetuspto-grants-2014_03
ORD IDord-fc86a5a70df64b4baad06e1ffc794698
Source noteuspto-grants-2014_03