1-Methylazetidin-3-amine → 6-((2R,6S)-2,6-dimethylmorpholino)-7-fluoro-5-(hydroxymethyl)-N-(1-methylazetidin-3-yl)benzo[d]isoxazole-3-carboxamide

HRID 245489Notes

Reaction equation

HRID 245489 reaction equation
[Si]([O:18][CH2:19][C:20]1[C:21]([N:35]2[CH2:40][C@H:39]([CH3:41])[O:38][C@H:37]([CH3:42])[CH2:36]2)=[C:22]([F:34])[C:23]2[O:27][N:26]=[C:25]([C:28](OCC)=[O:29])[C:24]=2[CH:33]=1)(C(C)(C)C)(C1C=CC=CC=1)C1C=CC=CC=1.[CH3:43][N:44]1[CH2:47][CH:46]([NH2:48])[CH2:45]1>>[CH3:41][C@@H:39]1[CH2:40][N:35]([C:21]2[C:20]([CH2:19][OH:18])=[CH:33][C:24]3[C:25]([C:28]([NH:48][CH:46]4[CH2:47][N:44]([CH3:43])[CH2:45]4)=[O:29])=[N:26][O:27][C:23]=3[C:22]=2[F:34])[CH2:36][C@H:37]([CH3:42])[O:38]1

Participants

3

Reactant 2

HCID 187126621-Methylazetidin-3-amineHCID 67357675ethyl 5-((tert-butyldiphenylsilyloxy)methyl)-6-((2R,6S)-2,6-dimethylmorpholino)-7-fluorobenzo[d]isoxazole-3-carboxylate2×

Product 1

HCID 673581096-((2R,6S)-2,6-dimethylmorpholino)-7-fluoro-5-(hydroxymethyl)-N-(1-methylazetidin-3-yl)benzo[d]isoxazole-3-carboxamide

Procedure

Starting materials: ethyl 5-((tert-butyldiphenylsilyloxy)methyl)-6-((2R,6S)-2,6-dimethylmorpholino)-7-fluorobenzo[d]isoxazole-3-carboxylate (Intermediate 204) and 1-methylazetidin-3-amine

Sources & evidence

ORD record
ord-04b06ee4803943758417ae4e87a57ce9
Source dataset
uspto-grants-2014_02
Patent number
US08658641B2

Reaction notes

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