Diethyl (4-{[4-({7-[1-(3-hydroxypropyl)-1H-pyrazol-4-yl]-2-methyl-3-oxo-2,3-dihydro-1H-isoindol-4-yl}amino)-5-(trifluoromethyl)pyrimidin-2-yl]amino}-3-methoxybenzyl)phosphonate → HCID 178476807, compound

Participants

Role	Name	HCID	Charge
Reactant	Diethyl (4-{[4-({7-[1-(3-hydroxypropyl)-1H-pyrazol-4-yl]-2-methyl-3-oxo-2,3-dihydro-1H-isoindol-4-yl}amino)-5-(trifluoromethyl)pyrimidin-2-yl]amino}-3-methoxybenzyl)phosphonate	HCID 58292892	—
Reactant	3-Amino-6-bromo-N-methylpicolinamide	HCID 86697686	—
Reactant	10-hydroxy-14-methoxy-N-methyl-20-(trifluoromethyl)-9-oxa-4,5,16,18,22,25,28-heptaaza-10-phosphapentacyclo[21.2.2.212,15.12,5.117,21]hentriaconta-1(25),2(31),3,12,14,17(28),18,20,23,26,29-undecaene-24-carboxamide 10-oxide	HCID 86697833	—
Reactant	HCID 178476805	HCID 178476805	—
Product	HCID 178476807	HCID 178476807	—

Reaction Steps

Prepared analogously to Compound 1B replacing Compound 1C with compound 6D and Compound 1 E with ethyl (4-{[4-chloro-5-(trifluoromethyl)pyrimidin-2-yl]amino}-3-methoxybenzyl)propylphosphinate (Compound 37C). 1H NMR (CDCl3, 400 MHz): δ 12.25 (s, 1H), 9.05 (d, J=8.8 Hz, 1H), 8.43 (s, 1H), 8.10 (d, J=4.8 Hz, 2H), 7.69 (br. s., 1H), 7.51 (d, J=8.8 Hz, 1H), 6.94 (t, J=1.8 Hz, 1H), 6.82 (td, J=1.8, 8.2 Hz, 1H), 3.98-4.13 (m, 2H), 3.92 (s, 3H), 3.13 (d, J=16.4 Hz, 2H), 3.05 (d, J=5.3 Hz, 3H), 1.62-1.68 (m, 4H), 1.31 (t, J=7.1 Hz, 3H), 0.98-1.04 (m, 3H). MS (ESI): m/z 645.62/647.56 [M+H]+. UPLC: tR=1.47 min (UPLC-SQD: analytical—2 min).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US09133224B2
Source dataset	uspto-grants-2015_09
ORD ID	ord-5c280d9e16f34189a9b5e398dd278749
Source note	uspto-grants-2015_09