1,4-Dioxane → HCID 86697546, compound

HRID 626854Notes

Reaction equation

HRID 626854 reaction equation
[NH2:1][C:2]1[N:7]=[CH:6][N:5]=[C:4]2[N:8]([CH:12]([C:14]3[C:24]4[O:23][CH:22]([CH3:25])[CH2:21][N:20]([CH:26]5[CH2:29][CH:28]([NH:30]C(=O)OC(C)(C)C)[CH2:27]5)[CH2:19][C:18]=4[C:17]([C:38]#[N:39])=[C:16]([Cl:40])[CH:15]=3)[CH3:13])[N:9]=[C:10]([CH3:11])[C:3]=12.O1CCOCC1>Cl>[ClH:40].[ClH:40].[ClH:40].[NH2:30][CH:28]1[CH2:27][CH:26]([N:20]2[CH2:19][C:18]3=[C:17]([C:38]#[N:39])[C:16]([Cl:40])=[CH:15][C:14]([CH:12]([N:8]4[C:4]5=[N:5][CH:6]=[N:7][C:2]([NH2:1])=[C:3]5[C:10]([CH3:11])=[N:9]4)[CH3:13])=[C:24]3[O:23][CH:22]([CH3:25])[CH2:21]2)[CH2:29]1

Participants

4

Reactant 2

HCID 312751,4-DioxaneHCID 86697545HCID 86697545, compound

Product 1

HCID 86697546HCID 86697546, compound

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

Tert-butyl {3-[9-[1-(4-amino-3-methyl-1H-pyrazolo[3,4-d]pyrimidin-1-yl)ethyl]-7-chloro-6-cyano-2-methyl-2,3-dihydro-1,4-benzoxazepin-4(5H)-yl]cyclobutyl}carbamate was taken up in 4.0 M hydrogen chloride in dioxane (1 mL, 4 mmol) and was stirred for 1 h. The reaction was concentrated in vacuo to give crude 4-(3-aminocyclobutyl)-9-[1-(4-amino-3-methyl-1H-pyrazolo[3,4-d]pyrimidin-1-yl)ethyl]-7-chloro-2-methyl-2,3,4,5-tetrahydro-1,4-benzoxazepine-6-carbonitrile trishydrochloride as a solid. LCMS calculated for C23H28ClN8O (M+H)+: m/z=467.2; found: 467.2.

Workup

  1. concentrationThe reaction was concentrated in vacuo

Sources & evidence

ORD record
ord-5be40e2def7b458e99ae04f60230280f
Source dataset
uspto-grants-2016_04
Patent number
US09309251B2

Reaction notes

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