2,6-Dimethylmorpholine, cis- → HCID 58075491, compound

HRID 2370152Notes

Reaction equation

HRID 2370152 reaction equation
[Cl:1][C:2]1[N:3]=[C:4](Cl)[C:5]2[CH2:10][O:9][CH:8]([C:11]3[CH:16]=[CH:15][C:14]([F:17])=[CH:13][CH:12]=3)[C:6]=2[N:7]=1.[CH3:19][C@H:20]1[O:25][C@@H:24]([CH3:26])[CH2:23][NH:22][CH2:21]1>>[Cl:1][C:2]1[N:3]=[C:4]([N:22]2[CH2:21][C@@H:20]([CH3:19])[O:25][C@@H:24]([CH3:26])[CH2:23]2)[C:5]2[CH2:10][O:9][CH:8]([C:11]3[CH:16]=[CH:15][C:14]([F:17])=[CH:13][CH:12]=3)[C:6]=2[N:7]=1

Participants

3

Reactant 2

HCID 6415002,6-Dimethylmorpholine, cis-HCID 580754962,4-Dichloro-7-(4-fluorophenyl)-5,7-dihydrofuro[3,4-d]pyrimidine

Product 1

HCID 58075491HCID 58075491, compound

Procedure

2,4-dichloro-7-(4-fluorophenyl)-5,7-dihydrofuro[3,4-d]pyrimidine (Preparation M) was reacted as described in Preparation Xa with (2R,6S)-2,6-dimethylmorpholine to give 2-chloro-4-((2S,6R)-2,6-dimethylmorpholino)-7-(4-fluorophenyl)-5,7-dihydrofuro[3,4-d]pyrimidine (Preparation Mh). LC-MS (M+H)+=364.2. 1H NMR (500 MHz, CDCl3) δ ppm 7.39 (dd, J=8.70, 5.34 Hz, 2 H) 7.07 (t, J=8.70 Hz, 2 H) 5.90 (br. s., 1 H) 5.34-5.42 (m, 1 H) 5.24-5.34 (m, 1 H) 4.14 (q, J=7.02 Hz, 2 H) 3.67 (ddd, J=10.38, 6.41, 2.44 Hz, 4 H), 1.20 (m, 6 H).

Sources & evidence

ORD record
ord-098548cba54b4f5893898f168f1c44fd
Source dataset
uspto-grants-2014_04
Patent number
US08710061B2

Reaction notes

Loading…