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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 924094Generated: October 31, 2026

4-(Tert-butoxy)aniline → (R)-N-(4-(tert-Butoxy)phenyl)-6-(3-hydroxypyrrolidin-1-yl)-5-(pyrimidin-5-yl)nicotinamide

https://huagongshe.com/reaction/924094

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-(Tert-butoxy)anilineHCID 11159518—
Reactant(R)-6-(3-Hydroxypyrrolidin-1-yl)-5-(pyrimidin-5-yl)nicotinic acidHCID 118195186—
Product(R)-N-(4-(tert-Butoxy)phenyl)-6-(3-hydroxypyrrolidin-1-yl)-5-(pyrimidin-5-yl)nicotinamideHCID 89908086—

Reaction Steps

The title compound was prepared in an analogous fashion to that described infashion to that described in Example 170 using (R)-6-(3-hydroxypyrrolidin-1-yl)-5-(pyrimidin-5-yl)nicotinic acid (Stage 170.1) and 4-tert-butoxyaniline to afford an off-white foam. HPLC (Condition 4) tR=4.31 min, UPLC-MS (Condition 3) tR=0.84 min, m/z=434.4 [M+H]+; 1H-NMR (400 MHz, DMSO-d6) δ ppm 1.26 (s, 9H) 1.67-1.77 (m, 1H) 1.79-1.91 (m, 1H) 2.88 (d, J=3.91 Hz, 1H) 3.14-3.25 (m, 2H) 3.30-3.45 (m, 1H) 4.14-4.24 (m, 1H) 4.86 (d, J=3.52 Hz, 1H) 6.88-7.00 (m, 2H) 7.56-7.66 (m, 2H) 8.07 (d, J=2.35 Hz, 1H) 8.76 (d, J=2.35 Hz, 1H) 8.87 (d, J=0.78 Hz, 2H) 9.17 (s, 1H) 9.92 (s, 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09278981B2
Source datasetuspto-grants-2016_03
ORD IDord-df63777e0b104501bd2abd48fa1f268d
Source noteuspto-grants-2016_03