6-Chloro-5-isopropylpyrimidin-4-amine → HCID 118290301, compound

HRID 57131Notes

Reaction equation

HRID 57131 reaction equation
[N:1]1([CH2:5][CH2:6][N:7]2[CH:11]=[C:10]([C:12]3[CH:17]=[CH:16][N:15]=[C:14]([C:18]([F:21])([F:20])[F:19])[CH:13]=3)[N:9]=[C:8]2[CH:22]2[CH2:27][CH2:26][NH:25][CH2:24][CH2:23]2)[CH2:4][CH2:3][CH2:2]1.Cl[C:29]1[N:34]=[CH:33][N:32]=[C:31]([NH2:35])[C:30]=1[CH:36]([CH3:38])[CH3:37]>>[N:1]1([CH2:5][CH2:6][N:7]2[CH:11]=[C:10]([C:12]3[CH:17]=[CH:16][N:15]=[C:14]([C:18]([F:21])([F:19])[F:20])[CH:13]=3)[N:9]=[C:8]2[CH:22]2[CH2:23][CH2:24][N:25]([C:29]3[N:34]=[CH:33][N:32]=[C:31]([NH2:35])[C:30]=3[CH:36]([CH3:38])[CH3:37])[CH2:26][CH2:27]2)[CH2:2][CH2:3][CH2:4]1

Participants

3

Reactant 2

HCID 637282756-Chloro-5-isopropylpyrimidin-4-amineHCID 894426574-(1-(2-(azetidin-1-yl)ethyl)-2-(piperidin-4-yl)-1H-imidazol-4-yl)-2-(trifluoromethyl)pyridine

Product 1

HCID 118290301HCID 118290301, compound

Procedure

The title compound was prepared according to the procedure described for the preparation of compound “4” by using 4-[1-(2-azetidin-1-yl-ethyl)-2-piperidin-4-yl-1H-imidazol-4-yl]-2-trifluoromethyl-pyridine and 6-chloro-5-isopropyl-pyrimidin-4-ylamine as the starting materials. LC-MS (M+H=515, obsd.=515). 1H NMR (400 MHz, DMSO-d6) δ 8.65 (s, 1H), 8.16-8.01 (m, 6H), 7.97 (d, J=5.2 Hz, 2H), 6.11 (s, 4H), 3.94 (t, J=6.2 Hz, 4H), 3.46-3.25 (m, 4H), 3.12 (t, J=7.0 Hz, 8H), 2.92 (qd, J=12.0, 4.3 Hz, 7H), 2.72 (t, J=6.1 Hz, 4H), 2.03-1.84 (m, 13H), 1.30 (d, J=7.2 Hz, 13H).

Workup

  1. customdescribed for the preparation of compound “4”

Sources & evidence

ORD record
ord-a9f42b6d2f734dcd8cc6eefcdd18cbe2
Source dataset
uspto-grants-2016_09
Patent number
US09434714B2

Reaction notes

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