Tetrahydrofurfurylamine → 4-(2-chloro-4-pyridinyl)-N-[(tetrahydro-2-furanyl)methyl]-2-pyrimidinamine

Reaction equation

Cl[C:2]1[N:7]=[C:6]([C:8]2[CH:13]=[CH:12][N:11]=[C:10]([Cl:14])[CH:9]=2)[CH:5]=[CH:4][N:3]=1.[CH2:15]([NH2:21])[CH:16]1[O:20][CH2:19][CH2:18][CH2:17]1>>[Cl:14][C:10]1[CH:9]=[C:8]([C:6]2[CH:5]=[CH:4][N:3]=[C:2]([NH:21][CH2:15][CH:16]3[CH2:17][CH2:18][CH2:19][O:20]3)[N:7]=2)[CH:13]=[CH:12][N:11]=1

Participants

Reactant 2

HCID 253298Tetrahydrofurfurylamine

HCID 581026912-Chloro-4-(2-chloropyridin-4-yl)pyrimidine

Product 1

HCID 866467804-(2-chloro-4-pyridinyl)-N-[(tetrahydro-2-furanyl)methyl]-2-pyrimidinamine

Procedure

The title compound was prepared from 2-chloro-4-(2-chloro-4-pyridinyl)pyrimidine (i.e., the product of Example 6, Step A) and tetrahydrofurfurylamine in the same fashion as described in Example 9, Step A, m.p. 74-75° C.

Sources & evidence

ORD record: ord-e90cc89eae6548cbbfd7b37e0c990257
Source dataset: uspto-grants-2011_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08026359B2

Reaction notes

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