(1S,4S)-2-oxa-5-azabicyclo(2.2.1)heptane hydrochloride → HCID 86652438, compound

HRID 72182Notes

Reaction equation

HRID 72182 reaction equation
[Cl:1][C:2]1[N:3]=[C:4]([N:12]2[CH2:17][CH2:16][O:15][CH2:14][C@@H:13]2[CH3:18])[C:5]2[N:10]([CH3:11])[N:9]=[CH:8][C:6]=2[N:7]=1.Cl.[C@H]12C[C@H](NC1)CO2>>[Cl:1][C:2]1[N:3]=[C:4]([N:12]2[CH2:17][C@@H:16]3[CH2:18][C@H:13]2[CH2:14][O:15]3)[C:5]2[N:10]([CH3:11])[N:9]=[CH:8][C:6]=2[N:7]=1

Participants

3

Reactant 2

HCID 21303398(1S,4S)-2-oxa-5-azabicyclo(2.2.1)heptane hydrochlorideHCID 58222518(S)-4-(5-chloro-1-methyl-1H-pyrazolo[4,3-d]pyrimidin-7-yl)-3-methylmorpholine

Product 1

HCID 86652438HCID 86652438, compound

Procedure

This compound was prepared in an analogous fashion to (S)-4-(5-chloro-1-methyl-1H-pyrazolo[4,3-d]pyrimidin-7-yl)-3-methylmorpholine, using (1S,4S)-2-oxa-5-azabicyclo[2.2.1]heptane hydrochloride salt as the starting material. 1H NMR (CDCl3, 500 MHz) δ ppm 7.96 (s, 1H), 5.15 (s, 1H), 4.76 (s, 1H), 4.20 (s, 3H), 4.13 (d, J=8.1 Hz, 1H), 3.97 (ddd, J=7.0 Hz, 4.7 Hz, 1.5 Hz, 2H), 3.69 (d, J=9.5 Hz, 1H), 2.09 to 1.94 (m, 2H); LC-MS m/z (method A)=266.1 [M+H]+, RT=1.37 min.

Sources & evidence

ORD record
ord-ec5e598072a54277b4aeb4fd5669ccb5
Source dataset
uspto-grants-2014_09
Patent number
US08828990B2

Reaction notes

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