3-Aminopyridine → 4-Chloro-2-morpholin-4-yl-7-pyridin-3-yl-6,7-dihydro-5H-pyrrolo[2,3-d]pyrimidine

HRID 912113Notes

Reaction equation

Cl[C:2]1[C:7]([CH2:8][CH2:9]Cl)=[C:6]([Cl:11])[N:5]=[C:4]([N:12]2[CH2:17][CH2:16][O:15][CH2:14][CH2:13]2)[N:3]=1.[NH2:18][C:19]1[CH:20]=[N:21][CH:22]=[CH:23][CH:24]=1>>[Cl:11][C:6]1[C:7]2[CH2:8][CH2:9][N:18]([C:19]3[CH:20]=[N:21][CH:22]=[CH:23][CH:24]=3)[C:2]=2[N:3]=[C:4]([N:12]2[CH2:17][CH2:16][O:15][CH2:14][CH2:13]2)[N:5]=1

Participants

Reactant 2

HCID 100093-Aminopyridine

HCID 569733604-(4,6-Dichloro-5-(2-chloroethyl)pyrimidin-2-yl)morpholine

Product 1

HCID 592450134-Chloro-2-morpholin-4-yl-7-pyridin-3-yl-6,7-dihydro-5H-pyrrolo[2,3-d]pyrimidineYield 88%

Procedure

In the same manner as Example 1-B-01, from 4-[4,6-dichloro-5-(2-chloroethyl)-pyrimidin-2-yl]-morpholine (1.25 g) and 3-aminopyridine (1.97 g), the desired compound (pale yellow powder, 1.07 mg, 88%) was obtained.

Sources & evidence

ORD record: ord-f3f82ae653c04bbf973b1a64c4e18626
Source dataset: uspto-grants-2011_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08022205B2

Reaction notes

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