Methylamine → HCID 68442019, compound

HRID 2246971Notes

Reaction equation

[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C@@H:9]2[C@@H:14]([O:15][CH:16](CCCOC)[C:17]3[CH:18]=[CH:19][C:20]4[O:25][CH2:24][CH2:23][NH:22][C:21]=4[CH:26]=3)[CH2:13][N:12]([S:32]([C:35]3[CH:40]=[CH:39][C:38]([CH3:41])=[CH:37][CH:36]=3)(=[O:34])=[O:33])[C@H:11]([CH2:42][C:43]([CH3:48])([CH3:47])[C:44](O)=[O:45])[CH2:10]2)=[CH:5][CH:4]=1.[CH3:49][NH2:50]>>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C@@H:9]2[C@@H:14]([O:15][CH2:16][C:17]3[CH:18]=[CH:19][C:20]4[O:25][CH2:24][CH2:23][N:22]([CH2:5][CH2:4][CH2:3][O:2][CH3:1])[C:21]=4[CH:26]=3)[CH2:13][N:12]([S:32]([C:35]3[CH:40]=[CH:39][C:38]([CH3:41])=[CH:37][CH:36]=3)(=[O:33])=[O:34])[C@H:11]([CH2:42][C:43]([CH3:47])([CH3:48])[C:44]([NH:50][CH3:49])=[O:45])[CH2:10]2)=[CH:5][CH:4]=1

Participants

Reactant 2

HCID 6329Methylamine

HCID 68686368HCID 68686368, compound

Product 1

HCID 68442019HCID 68442019, compound

Procedure

According to general procedure D, 150 mg of 3-[(2S,4R,5R)-4-(4-methoxy-phenyl)-5-[(3-methoxy-propyl)-3,4-dihydro-2H-benzo[1,4]oxazin-6-ylmethoxy]-1-(toluene-4-sulfonyl)-piperidin-2-yl]-2,2-dimethyl-propionic acid from (from example 65b) and methylamine are used to afford the title compound as a brown oil. Rf=0.18 (EtOAc-heptane 5:1); Rt=4.97.

Sources & evidence

ORD record: ord-7083ce1f90e743b484fb9de827dce674
Source dataset: uspto-grants-2010_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07687495B2

Reaction notes

Loading…