Dimethylcarbamoyl Chloride → HCID 68439987, compound

HRID 2246983Notes

Reaction equation

HRID 2246983 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][C:43]([CH3:46])([OH:45])[CH3:44])[CH2:10]2)=[CH:5][CH:4]=1.[CH3:47][N:48]([CH3:52])[C:49](Cl)=[O:50].[H-].[K+]>>[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][C:43]([O:45][C:49](=[O:50])[N:48]([CH3:52])[CH3:47])([CH3:46])[CH3:44])[CH2:10]2)=[CH:5][CH:4]=1

Participants

4

Reactant 3

HCID 6598Dimethylcarbamoyl ChlorideHCID 82127Potassium hydrideHCID 68442962HCID 68442962, compound

Product 1

HCID 68439987HCID 68439987, compound

Procedure

Similar to example 30a, 335 mg of 1-[(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]-2-methyl-propan-2-ol (from example 128a) and 0.5 g of N,N-dimethylcarbamoylchloride in the presence of 137 mg of potassium hydride are used to afford the title compound as a yellow oil. Rt=5.62.

Sources & evidence

ORD record
ord-ae884d7faa2a40889bc277dfcf602021
Source dataset
uspto-grants-2010_03
Patent number
US07687495B2

Reaction notes

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