2-(3-Carbamoylphenylamino)-2-(3,4-dimethoxyphenyl)acetic acid → 3-((R)-1-(3,4-Dimethoxyphenyl)-2-((R)-2-(5-(3,3-dimethylureido)-2-(isopropylsulfonyl)phenyl)pyrrolidin-1-yl)-2-oxoethylamino)benzamide

Participants

Role	Name	HCID	Charge
Reactant	2-(3-Carbamoylphenylamino)-2-(3,4-dimethoxyphenyl)acetic acid	HCID 59838034	—
Reactant	(R)-3-(4-(isopropylsulfonyl)-3-(pyrrolidin-2-yl)phenyl)-1,1-dimethylurea hydrochloride	HCID 68439178	—
Product	3-((R)-1-(3,4-Dimethoxyphenyl)-2-((R)-2-(5-(3,3-dimethylureido)-2-(isopropylsulfonyl)phenyl)pyrrolidin-1-yl)-2-oxoethylamino)benzamide	HCID 59479477	—

Reaction Steps

Example 56 was prepared according to the general coupling condition using 1A and 31A. 1H NMR (400 MHz, Methanol-d4) δ ppm 1.17 (d, J=6.60 Hz, 3 H) 1.42 (d, J=7.15 Hz, 3H) 1.73 (dd, J=12.64, 5.50 Hz, 1H) 1.91-2.21 (m, 2H) 2.47 (dd, J=13.19, 7.70 Hz, 1H) 2.97 (s, 6H) 3.61 (s, 3H) 3.63-3.74 (m, 1H) 3.80-3.85 (m, 3H) 3.87-3.99 (m, 1H) 4.03-4.16 (m, 1H) 5.37 (s, 1H) 5.66 (dd, J=8.25, 4.95 Hz, 1H) 6.79 (s, 1H) 6.83-6.96 (m, 3H) 7.02 (d, J=8.25 Hz, 1H) 7.17-7.28 (m, 3H) 7.39 (dd, J=8.79, 2.20 Hz, 1H) 7.72 (d, J=8.79 Hz, 1H), LC-MS 652 (M+H).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08222453B2
Source dataset	uspto-grants-2012_07
ORD ID	ord-8deb8b8716e94fde9fac3a5e1af4c1b8
Source note	uspto-grants-2012_07