Hydrochloric Acid → HCID 86677714, compound

HRID 1499788Notes

Reaction equation

HRID 1499788 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]([CH3:23])=[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>ClCCl>[ClH:22].[ClH:37].[NH:26]1[CH2:25][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:12])[F:13])=[N:9]3)[CH3:15])[CH:21]=[C:20]([Cl:22])[C:19]=2[CH3:23])[CH2:27]1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 312751,4-DioxaneHCID 86677716HCID 86677716, compound

Product 1

HCID 86677714HCID 86677714, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a mixture of tert-butyl 3-(3-{1-[4-amino-3-(difluoromethyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl]ethyl}-5-chloro-2-methoxy-6-methylphenyl)azetidine-1-carboxylate (30 mg, 0.057 mmol) in dichloromethane (0.2 mL) was added 4.0 M hydrogen chloride in 1,4-dioxane (0.10 mL, 0.40 mmol). The resulting mixture was stirred for 3 h at room temperature and then concentrated. The residue was dried in vacuo to give 27 mg (100%) of the product as a salt. LCMS calculated for C19H22ClF2N6O (M+H)+: m/z=423.1; Found: 423.0.

Workup

  1. concentrationconcentrated
  2. customThe residue was dried in vacuo

Sources & evidence

ORD record
ord-794a8859ae3e4851a23bdb3b9e024a20
Source dataset
uspto-grants-2015_12
Patent number
US09199982B2

Reaction notes

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