Butylamine → Acetic acid butylcarbamoyl-(4-methoxy-phenyl)-methyl ester

HRID 1272068Notes

Reaction equation

[C:1]([O:4][CH:5]([C:9]1[CH:14]=[CH:13][C:12]([O:15][CH3:16])=[CH:11][CH:10]=1)[C:6]([OH:8])=O)(=[O:3])[CH3:2].[CH2:17]([NH2:21])[CH2:18][CH2:19][CH3:20]>>[CH2:17]([NH:21][C:6]([CH:5]([O:4][C:1](=[O:3])[CH3:2])[C:9]1[CH:14]=[CH:13][C:12]([O:15][CH3:16])=[CH:11][CH:10]=1)=[O:8])[CH2:18][CH2:19][CH3:20]

Participants

Reactant 2

HCID 8007Butylamine

HCID 18456650Acetoxy-(4-methoxy-phenyl)-acetic acid

Product 1

HCID 58847446Acetic acid butylcarbamoyl-(4-methoxy-phenyl)-methyl ester

Procedure

was prepared from intermediate 79a and butylamine following Method A. 1H NMR (300 MHz, CDCl3) δ 7.34 (d, 2H, J=8.85 Hz), 6.87 (d, 2H, J=8.67 Hz), 6.01 (s, 1H), 3.79 (s, 3H), 3.31–3.23 (m, 2H), 2.15 (s, 3H), 1.54–1.43 (m, 2H), 1.37–1.22 (m, 2H), 0.94–0.87 (m, 3H). LCMS (ESI+) [2M+Na]/z Calc'd 581, found 581.

Sources & evidence

ORD record: ord-693a3bb317f14db297c5b5aede024a8f
Source dataset: uspto-grants-2007_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07208500B2

Reaction notes

Loading…