(S)-1-cyclopropyl-3-(3-fluoro-4-(6-methyl-4-(3-methylmorpholino)-6,7-dihydro-5H-pyrrolo[3,4-d]pyrimidin-2-yl)phenyl)urea → HCID 66679221, compound

HRID 1626687Notes

Reaction equation

HRID 1626687 reaction equation
[CH:1]1([NH:4][C:5]([NH:7][C:8]2[CH:13]=[CH:12][C:11]([C:14]3[N:15]=[C:16]([N:24]4[CH2:29][CH2:28][O:27][CH2:26][C@@H:25]4C)[C:17]4[CH2:22][N:21]([CH3:23])[CH2:20][C:18]=4[N:19]=3)=[C:10]([F:31])[CH:9]=2)=[O:6])[CH2:3][CH2:2]1.ClC1N=C(N2CCOCC2)C2CN(C)CC=2N=1>>[CH:1]1([NH:4][C:5]([NH:7][C:8]2[CH:13]=[CH:12][C:11]([C:14]3[N:15]=[C:16]([N:24]4[CH2:25][CH2:26][O:27][CH2:28][CH2:29]4)[C:17]4[CH2:22][N:21]([CH3:23])[CH2:20][C:18]=4[N:19]=3)=[C:10]([F:31])[CH:9]=2)=[O:6])[CH2:3][CH2:2]1

Participants

3

Reactant 2

HCID 66679048(S)-1-cyclopropyl-3-(3-fluoro-4-(6-methyl-4-(3-methylmorpholino)-6,7-dihydro-5H-pyrrolo[3,4-d]pyrimidin-2-yl)phenyl)ureaHCID 866631654-(2-chloro-6-methyl-6,7-dihydro-5H-pyrrolo[3,4-d]pyrimidin-4-yl)morpholine2×

Product 1

HCID 66679221HCID 66679221, compoundYield 31%

Procedure

Method as described for (S)-1-cyclopropyl-3-(3-fluoro-4-(6-methyl-4-(3-methylmorpholino)-6,7-dihydro-5H-pyrrolo[3,4-d]pyrimidin-2-yl)phenyl)urea (example 147) using 4-(2-chloro-6-methyl-6,7-dihydro-5H-pyrrolo[3,4-d]pyrimidin-4-yl)morpholine (intermediate 21). Residue was then purified by preparative HPLC at high pH to afford a yellow solid (31% yield).

Workup

  1. customResidue was then purified by preparative HPLC at high pH

Sources & evidence

ORD record
ord-e7bef5738e4d4c7e895f4952a8ae0120
Source dataset
uspto-grants-2014_07
Patent number
US08785457B2

Reaction notes

Loading…