4-(6-(Bromomethyl)-2-chloropyrido[3,2-D]pyrimidin-4-YL)morpholine → 4-(2-Chloro-6-((3-(4,4-difluoropiperidin-1-yl)azetidin-1-yl)methyl)pyrido[3,2-d]pyrimidin-4-yl)morpholine

HRID 2091866Notes

Reaction equation

HRID 2091866 reaction equation
Br[CH2:2][C:3]1[CH:4]=[CH:5][C:6]2[N:7]=[C:8]([Cl:19])[N:9]=[C:10]([N:13]3[CH2:18][CH2:17][O:16][CH2:15][CH2:14]3)[C:11]=2[N:12]=1.[NH:20]1[CH2:23][CH:22]([N:24]2[CH2:29][CH2:28][C:27]([F:31])([F:30])[CH2:26][CH2:25]2)[CH2:21]1>>[Cl:19][C:8]1[N:9]=[C:10]([N:13]2[CH2:18][CH2:17][O:16][CH2:15][CH2:14]2)[C:11]2[N:12]=[C:3]([CH2:2][N:20]3[CH2:23][CH:22]([N:24]4[CH2:29][CH2:28][C:27]([F:30])([F:31])[CH2:26][CH2:25]4)[CH2:21]3)[CH:4]=[CH:5][C:6]=2[N:7]=1

Participants

3

Reactant 2

HCID 584049784-(6-(Bromomethyl)-2-chloropyrido[3,2-D]pyrimidin-4-YL)morpholineHCID 596053151-(Azetidin-3-YL)-4,4-difluoropiperidine

Product 1

HCID 584050374-(2-Chloro-6-((3-(4,4-difluoropiperidin-1-yl)azetidin-1-yl)methyl)pyrido[3,2-d]pyrimidin-4-yl)morpholine

Procedure

4-(6-(Bromomethyl)-2-chloropyrido[3,2-d]pyrimidin-4-yl)morpholine 7 (0.1 g) was reacted with 1-(azetidin-3-yl)-4,4-difluoropiperidine via General Procedure B to give 80 mg 4-(2-chloro-6-((3-(4,4-difluoropiperidin-1-yl)azetidin-1-yl)methyl)pyrido[3,2-d]pyrimidin-4-yl)morpholine.

Sources & evidence

ORD record
ord-53716ed2f2fb45669dc6c6a4b2f80ec4
Source dataset
uspto-grants-2013_05
Patent number
US08440651B2

Reaction notes

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