tert-Butylammonium chloride → (R)-N3-(tert-butyl)-10-(3-hydroxy-3-(5-methylisoxazol-3-yl)but-1-yn-1-yl)-5,6-dihydrobenzo[f]imidazo[1,2-d][1,4]oxazepine-2,3-dicarboxamide

HRID 575275

Reaction equation

HRID 575275 reaction equation
[OH:1][C@:2]([C:32]1[CH:36]=[C:35]([CH3:37])[O:34][N:33]=1)([CH3:31])[C:3]#[C:4][C:5]1[CH:6]=[CH:7][C:8]2[O:14][CH2:13][CH2:12][N:11]3[C:15]([C:21]([NH:23][CH:24]4[CH2:29]COC[CH2:25]4)=[O:22])=[C:16]([C:18]([NH2:20])=[O:19])[N:17]=[C:10]3[C:9]=2[CH:30]=1.Cl.[C:39](N)(C)(C)C>>[C:24]([NH:23][C:21]([C:15]1[N:11]2[CH2:12][CH2:13][O:14][C:8]3[CH:7]=[CH:6][C:5]([C:4]#[C:3][C@@:2]([OH:1])([C:32]4[CH:36]=[C:35]([CH3:37])[O:34][N:33]=4)[CH3:31])=[CH:30][C:9]=3[C:10]2=[N:17][C:16]=1[C:18]([NH2:20])=[O:19])=[O:22])([CH3:25])([CH3:29])[CH3:39]

Participants

3

Reactant 2

HCID 82292tert-Butylammonium chlorideHCID 86693302(R)-10-(3-hydroxy-3-(5-methylisoxazol-3-yl)but-1-yn-1-yl)-N3-(tetrahydro-2H-pyran-4-yl)-5,6-dihydrobenzo[f]imidazo[1,2-d][1,4]oxazepine-2,3-dicarboxamide

Product 1

HCID 86693238(R)-N3-(tert-butyl)-10-(3-hydroxy-3-(5-methylisoxazol-3-yl)but-1-yn-1-yl)-5,6-dihydrobenzo[f]imidazo[1,2-d][1,4]oxazepine-2,3-dicarboxamide

Procedure

Prepared as described for (R)-10-(3-hydroxy-3-(5-methylisoxazol-3-yl)but-1-yn-1-yl)-N3-(tetrahydro-2H-pyran-4-yl)-5,6-dihydrobenzo[f]imidazo[1,2-d][1,4]oxazepine-2,3-dicarboxamide replacing oxan-4-amine hydrochloride with tert-butylamine hydrochloride, off-white solid (58.7 mg, 25%).

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-6129925f76ad4ad99609aa20a79106ce
Source dataset
uspto-grants-2015_05
Patent number
US09034866B2

Linked notes

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