1-(Tetrahydro-2H-pyran-4-YL)cyclopropanamine → HCID 178487648, compound

HRID 579054Notes

Reaction equation

HRID 579054 reaction equation
[OH:1][C:2]1[N:6]([C:7]2[CH:15]=[CH:14][C:10]([C:11](O)=[O:12])=[CH:9][N:8]=2)[N:5]=[CH:4][C:3]=1[C:16]1[CH:21]=[CH:20][N:19]=[C:18]([O:22][CH3:23])[CH:17]=1.[O:24]1[CH2:29][CH2:28][CH:27]([C:30]2([NH2:33])[CH2:32][CH2:31]2)[CH2:26][CH2:25]1>>[OH:1][C:2]1[N:6]([C:7]2[CH:15]=[CH:14][C:10]([C:11]([NH:33][C:30]3([CH:27]4[CH2:28][CH2:29][O:24][CH2:25][CH2:26]4)[CH2:32][CH2:31]3)=[O:12])=[CH:9][N:8]=2)[N:5]=[CH:4][C:3]=1[C:16]1[CH:21]=[CH:20][N:19]=[C:18]([O:22][CH3:23])[CH:17]=1

Participants

3

Reactant 2

HCID 577902951-(Tetrahydro-2H-pyran-4-YL)cyclopropanamineHCID 178487655HCID 178487655, compound

Product 1

HCID 178487648HCID 178487648, compound

Procedure

The title compound was prepared in a manner similar to Example 227 using 6-(5-hydroxy-4-(2-methoxypyridin-4-yl)-1H-pyrazol-1-yl)nicotinic acid and 1-(tetrahydro-2H-pyran-4-yl)cyclopropanamine. 1H NMR (400 MHz, DMSO-d6) δ ppm 0.82-1.03 (m, 5 H) 1.25 (s, 1 H) 1.45-1.67 (m, 3 H) 1.74 (d, J=12.4 Hz, 2 H) 3.37 (t, J=11.6 Hz, 2 H) 4.03 (dd, J=11.4, 3.5 Hz, 2 H) 4.09 (s, 3 H) 7.22 (s, 1 H) 7.31 (d, J=6.1 Hz, 1 H) 7.41 (s, 1 H) 7.83 (d, J=8.6 Hz, 1 H) 7.90 (s, 1 H) 8.13 (d, J=6.1 Hz, 1 H) 8.37 (dd, J=8.7, 2.1 Hz, 1 H) 8.83 (d, J=1.8 Hz, 1 H). MS m/z [M+H]+ 436.4.

Sources & evidence

ORD record
ord-13474b0e815941aba66ba7fc261ca08d
Source dataset
uspto-grants-2015_05
Patent number
US09040522B2

Reaction notes

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