HCID 59239257, compound → HCID 59239432, compound

HRID 1697925Notes

Reaction equation

[CH2:1]([C@@H:4]1[C:9]2[N:10]=[C:11]([C:21]3[CH:26]=[CH:25][C:24]([NH:27][C:28]([NH:30][CH2:31][CH3:32])=[O:29])=[CH:23][CH:22]=3)[N:12]=[C:13]([N:14]3[CH2:19][CH2:18][O:17][CH2:16][C@@H:15]3[CH3:20])[C:8]=2[CH2:7][CH2:6][N:5]1[C:33]([O:35][C:36]([CH3:39])([CH3:38])[CH3:37])=[O:34])[CH:2]=[CH2:3].C(C1C2N=C(Cl)N=C(N3CCOC[C@@H]3C)C=2CCN1C(OC(C)(C)C)=O)C=C>>[CH2:1]([C@H:4]1[C:9]2[N:10]=[C:11]([C:21]3[CH:26]=[CH:25][C:24]([NH:27][C:28]([NH:30][CH2:31][CH3:32])=[O:29])=[CH:23][CH:22]=3)[N:12]=[C:13]([N:14]3[CH2:19][CH2:18][O:17][CH2:16][C@@H:15]3[CH3:20])[C:8]=2[CH2:7][CH2:6][N:5]1[C:33]([O:35][C:36]([CH3:38])([CH3:37])[CH3:39])=[O:34])[CH:2]=[CH2:3]

Participants

Reactant 2

HCID 59239257HCID 59239257, compound

HCID 86640105HCID 86640105, compound

Product 1

HCID 59239432HCID 59239432, compound

Procedure

and (R)-tert-butyl 8-allyl-2-(4-(3-ethylureido)phenyl)-4-((S)-3-methylmorpholino)-5,6-dihydropyrido[3,4-d]pyrimidine-7(8H)-carboxylate (fc2): Compounds fc1 and fc2 were prepared according to the procedure described in Example 2 step 2 by reacting tert-butyl 8-allyl-2-chloro-4-((S)-3-methylmorpholino)-5,6-dihydropyrido[3,4-d]pyrimidine-7(8H)-carboxylate with (4-ethylureido)phenylboronic acid pinacol ester. The diastereoisomers were separated by chrial column chromatography. LC-MS: m/z=+537 (M+H)+.

Workup

customThe diastereoisomers were separated by chrial column chromatography

Sources & evidence

ORD record: ord-698c4bd0188c4f4cbadc0940772efd04
Source dataset: uspto-grants-2012_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08163763B2

Reaction notes

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