Hydrochloric Acid → HCID 86677683, compound

HRID 1499754Notes

Reaction equation

HRID 1499754 reaction equation
[NH2:1][C:2]1[N:7]=[CH:6][N:5]=[C:4]2[N:8]([CH:14]([C:16]3[C:17]([O:35][CH3:36])=[C:18]([CH:24]4[CH2:27][N:26](C(OC(C)(C)C)=O)[CH2:25]4)[C:19]([F:23])=[C:20]([Cl:22])[CH:21]=3)[CH3:15])[N:9]=[C:10]([CH:11]([F:13])[F:12])[C:3]=12.[ClH:37].O1CCOCC1>C(Cl)Cl>[ClH:22].[ClH:37].[NH:26]1[CH2:27][CH:24]([C:18]2[C:17]([O:35][CH3:36])=[C:16]([CH:14]([N:8]3[C:4]4=[N:5][CH:6]=[N:7][C:2]([NH2:1])=[C:3]4[C:10]([CH:11]([F:13])[F:12])=[N:9]3)[CH3:15])[CH:21]=[C:20]([Cl:22])[C:19]=2[F:23])[CH2:25]1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 312751,4-DioxaneHCID 86677685HCID 86677685, compound

Product 1

HCID 86677683HCID 86677683, compoundYield 89%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

tert-Butyl 3-(3-{1-[4-amino-3-(difluoromethyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl]ethyl}-5-chloro-6-fluoro-2-methoxyphenyl)azetidine-1-carboxylate (0.21 g, 0.40 mmol) was treated with 4.0 M hydrogen chloride in dioxane (1 mL, 4 mmol) in methylene chloride (4 mL) at room temperature for 2 h. The mixture was concentrated to give the desired product (0.177 g, 89%). LCMS calculated for C18H19ClF3N6O (M+H)+: m/z=427.1; Found: 427.1.

Workup

  1. concentrationThe mixture was concentrated

Sources & evidence

ORD record
ord-0525d869e041445099accb2bad2e9763
Source dataset
uspto-grants-2015_12
Patent number
US09199982B2

Reaction notes

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