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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 566755Generated: October 31, 2026

HCID 70097645, compound → 3(R)-[3-(4-cyanophenyl)-1H-pyrrol-1-yl]-N-[2,2-dimethyl-1(S)-(methylcarbamoyl)propyl]succinamic acid

https://huagongshe.com/reaction/566755

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHCID 70097645HCID 70097645—
SolventMethanolHCID 887—
SolventEthyl AcetateHCID 8857—
Product3(R)-[3-(4-cyanophenyl)-1H-pyrrol-1-yl]-N-[2,2-dimethyl-1(S)-(methylcarbamoyl)propyl]succinamic acidHCID 1548794790%

Reaction Steps

According to the procedure descnbed in Example 1(a), 3(R)-[3-(4-cyanophenyl)-1H-pyrrol-1-yl]-N-[2,2-dimethyl-1(S)-(methylcarbamoyl)propyl]succinamic acid benzyl ester in MeOH and EtOAc was hydrogenolyzed to provide 1.2 g (90%) of 3(R)-[3-(4-cyanophenyl)-1H-pyrrol-1-yl]-N-[2,2-dimethyl-1(S)-(methylcarbamoyl)propyl]succinamic acid as a yellow powder, mp 138-40° C. 1H NMR (CD3OD): δ 7.98 (bs, 1H), 7.82 (bd, 1H, J=8.4 Hz), 7.68 (d, 2H, J=8.7 Hz), 7.50 (d, 2H, J=8.4 Hz), 7.38 (t, 1H, J=1.6 Hz), 6.92 (t, 1H, J=2.5 Hz), 6.55 (t, 1H, J=2.2 Hz), 5.28 (t, 1H, J=7.5 Hz), 4.19 (d, 1H, J=9.0 Hz), 2.98 (dd, 1H, J=6.9, 16.5 Hz), 2.64 (d, 3H, J=4.7 Hz), 0.98 (s, 9H). IR (KBr): 3317, 2963, 2225, 1648, 1550, 1410, 1180 cm−1. HRFABMS: Calculated for C22H26N4O4 Cs (M+Cs+): 543.1008. Found 543.1021. Anal. Calculated for C22H26N4O4•0.4 EtOAc: C, 63.60; H, 6.60; N, 12.57. Found: C, 63.80; H, 6.77; N, 12.57.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06174915B1
Source datasetuspto-grants-2001_01
ORD IDord-a35d883a2e6b45e6ab390961523c66dc
Source noteuspto-grants-2001_01