6-Chloro-5-isopropylpyrimidin-4-amine → HCID 118290353, compound

HRID 57129Notes

Reaction equation

HRID 57129 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]([CH:18]([CH3:20])[CH3:19])[CH:13]=3)[N:9]=[C:8]2[CH:21]2[CH2:26][CH2:25][NH:24][CH2:23][CH2:22]2)[CH2:4][CH2:3][CH2:2]1.Cl[C:28]1[N:33]=[CH:32][N:31]=[C:30]([NH2:34])[C:29]=1[CH:35]([CH3:37])[CH3:36]>>[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]([CH:18]([CH3:20])[CH3:19])[CH:13]=3)[N:9]=[C:8]2[CH:21]2[CH2:22][CH2:23][N:24]([C:28]3[N:33]=[CH:32][N:31]=[C:30]([NH2:34])[C:29]=3[CH:35]([CH3:37])[CH3:36])[CH2:25][CH2:26]2)[CH2:4][CH2:3][CH2:2]1

Participants

3

Reactant 2

HCID 637282756-Chloro-5-isopropylpyrimidin-4-amineHCID 894424674-[1-(2-azetidin-1-yl-ethyl)-2-piperidin-4-yl-1H-imidazol-4-yl]-2-isopropyl-pyridine

Product 1

HCID 118290353HCID 118290353, compound

Procedure

The title compound was prepared according to the procedure described for the preparation of compound “1” by using 4-[1-(2-azetidin-1-yl-ethyl)-2-piperidin-4-yl-1H-imidazol-4-yl]-2-isopropyl-pyridine and 6-chloro-5-isopropyl-pyrimidin-4-ylamine as the starting materials. LC-MS (M+H=490, obsd=490). 1H NMR (400 MHz, DMSO-d6) δ 8.39 (t, J=3.9 Hz, 1H), 8.03 (t, J=2.1 Hz, 1H), 7.80 (d, J=2.9 Hz, 1H), 7.54 (s, 1H), 7.52-7.42 (m, 1H), 6.10 (s, 2H), 3.92 (d, J=6.4 Hz, 2H), 3.37 (s, 1H), 3.18-3.06 (m, 4H), 3.02 (q, J=7.5 Hz, 1H), 2.90 (t, J=11.7 Hz, 3H), 2.72 (d, J=6.5 Hz, 2H), 2.01-1.81 (m, 5H), 1.36-1.17 (m, 11H).

Workup

  1. customdescribed for the preparation of compound “1”

Sources & evidence

ORD record
ord-08e0d75fa3984b04a9679bca118025b8
Source dataset
uspto-grants-2016_09
Patent number
US09434714B2

Reaction notes

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