1,4-Dioxane → HCID 86697539, compound

HRID 626845Notes

Reaction equation

HRID 626845 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][CH2:22][CH2:21][N:20]([CH:25]5[CH2:28][N:27](C(OC(C)(C)C)=O)[CH2:26]5)[CH2:19][C:18]=4[C:17]([C:36]#[N:37])=[C:16]([Cl:38])[CH:15]=3)[CH3:13])[N:9]=[C:10]([CH3:11])[C:3]=12.O1CCOCC1>Cl>[ClH:38].[ClH:38].[ClH:38].[NH2:1][C:2]1[N:7]=[CH:6][N:5]=[C:4]2[N:8]([CH:12]([C:14]3[CH:15]=[C:16]([Cl:38])[C:17]([C:36]#[N:37])=[C:18]4[C:24]=3[O:23][CH2:22][CH2:21][N:20]([CH:25]3[CH2:28][NH:27][CH2:26]3)[CH2:19]4)[CH3:13])[N:9]=[C:10]([CH3:11])[C:3]=12

Participants

4

Reactant 2

HCID 312751,4-DioxaneHCID 86697538tert-butyl 3-[9-[1-(4-amino-3-methyl-1H-pyrazolo[3,4-d]pyrimidin-1-yl)ethyl]-7-chloro-6-cyano-2,3-dihydro-1,4-benzoxazepin-4(5H)-yl]azetidine-1-carboxylate

Product 1

HCID 86697539HCID 86697539, 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-2,3-dihydro-1,4-benzoxazepin-4(5H)-yl]azetidine-1-carboxylate (0.015 g, 0.0278 mmol) was dissolved in 4.0 M hydrogen chloride in dioxane (3.0 mL, 12 mmol) at room temperature and stirred for 1 hr and then concentrated in vacuo to give 9-[1-(4-amino-3-methyl-1H-pyrazolo[3,4-d]pyrimidin-1-yl)ethyl]-4-azetidin-3-yl-7-chloro-2,3,4,5-tetrahydro-1,4-benzoxazepine-6-carbonitrile trishydrochloride as a semi-solid. LCMS calculated for C21H24ClN8O (M+H)+: m/z=439.1; found: 439.1.

Workup

  1. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-af5d02788294447c9df6ff6272878b23
Source dataset
uspto-grants-2016_04
Patent number
US09309251B2

Reaction notes

Loading…