(1-Methylpyrazol-3-yl)methanamine → 6-((2R,6S)-2,6-dimethylmorpholino)-7-fluoro-5-(hydroxymethyl)-N-((1-methyl-1H-pyrazol-3-yl)methyl)benzo[d]isoxazole-3-carboxamide

HRID 245491Notes

Reaction equation

HRID 245491 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]([O:30]CC)=O)[C:24]=2[CH:33]=1)(C(C)(C)C)(C1C=CC=CC=1)C1C=CC=CC=1.[CH3:43][N:44]1[CH:48]=[CH:47][C:46]([CH2:49][NH2:50])=[N:45]1>>[CH3:42][C@@H:37]1[CH2:36][N:35]([C:21]2[C:20]([CH2:19][OH:18])=[CH:33][C:24]3[C:25]([C:28]([NH:50][CH2:49][C:46]4[CH:47]=[CH:48][N:44]([CH3:43])[N:45]=4)=[O:30])=[N:26][O:27][C:23]=3[C:22]=2[F:34])[CH2:40][C@H:39]([CH3:41])[O:38]1

Participants

3

Reactant 2

HCID 7019419(1-Methylpyrazol-3-yl)methanamineHCID 67357675ethyl 5-((tert-butyldiphenylsilyloxy)methyl)-6-((2R,6S)-2,6-dimethylmorpholino)-7-fluorobenzo[d]isoxazole-3-carboxylate2×

Product 1

HCID 673576486-((2R,6S)-2,6-dimethylmorpholino)-7-fluoro-5-(hydroxymethyl)-N-((1-methyl-1H-pyrazol-3-yl)methyl)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-methyl-1H-pyrazol-3-yl)methanamine

Sources & evidence

ORD record
ord-5e302246ddd143c4935f87f6b7f43dd6
Source dataset
uspto-grants-2014_02
Patent number
US08658641B2

Reaction notes

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