HCID 68442728, compound → HCID 68441009, compound

HRID 2246976Notes

Reaction equation

HRID 2246976 reaction equation
[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]([CH2:26][CH2:27][CH2:28][O:29][CH3:30])[C:21]=4[CH:31]=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][CH2:43][C:44](=[O:46])[CH3:45])[CH2:10]2)=[CH:5][CH:4]=1.[CH3:47][Mg]Br>>[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]([CH2:26][CH2:27][CH2:28][O:29][CH3:30])[C:21]=4[CH:31]=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][CH2:43][C:44]([CH3:47])([OH:46])[CH3:45])[CH2:10]2)=[CH:5][CH:4]=1

Participants

3

Reactant 2

HCID 68442728HCID 68442728, compoundHCID 178418573HCID 178418573, compound

Product 1

HCID 68441009HCID 68441009, compound

Procedure

Similar to example 29b, 200 mg of 4-[(2S,4R,5R)-4-(4-methoxy-phenyl)-5-[4-(3-methoxy-propyl)-3,4-dihydro-2H-benzo[1,4]oxazin-6-ylmethoxy]-1-(toluene-4-sulfonyl)-piperidin-2-yl]-butan-2-one and 0.5 ml of methylmagnesium bromide (1N solution in tetrahydrofuran) are used to afford the title compound as a beige oil. Rf=0.12 (EtOAc-heptane 1:1); Rt=5.14.

Sources & evidence

ORD record
ord-94576561896244d2837d3ce8267a1691
Source dataset
uspto-grants-2010_03
Patent number
US07687495B2

Reaction notes

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