Hydrochloric Acid → HCID 67395263, compound

HRID 869686Notes

Reaction equation

HRID 869686 reaction equation
[CH2:1]([C:3]1[C:4]([C:13]2[CH:33]=[C:16]3[N:17]=[C:18]([N:28]4[CH2:32][CH2:31][CH2:30][CH2:29]4)[CH:19]=[C:20]([NH:21][CH:22]4[CH2:27][CH2:26][O:25][CH2:24][CH2:23]4)[N:15]3[N:14]=2)=[N:5][C:6]2[C:11]([N:12]=1)=[CH:10][CH:9]=[CH:8][CH:7]=2)[CH3:2].[ClH:34]>C(Cl)(Cl)Cl.O1CCOCC1>[ClH:34].[ClH:34].[CH2:1]([C:3]1[C:4]([C:13]2[CH:33]=[C:16]3[N:17]=[C:18]([N:28]4[CH2:32][CH2:31][CH2:30][CH2:29]4)[CH:19]=[C:20]([NH:21][CH:22]4[CH2:27][CH2:26][O:25][CH2:24][CH2:23]4)[N:15]3[N:14]=2)=[N:5][C:6]2[C:11]([N:12]=1)=[CH:10][CH:9]=[CH:8][CH:7]=2)[CH3:2].[CH2:1]([C:3]1[C:4]([C:13]2[CH:33]=[C:16]3[N:17]=[C:18]([N:28]4[CH2:32][CH2:31][CH2:30][CH2:29]4)[CH:19]=[C:20]([NH:21][CH:22]4[CH2:27][CH2:26][O:25][CH2:24][CH2:23]4)[N:15]3[N:14]=2)=[N:5][C:6]2[C:11]([N:12]=1)=[CH:10][CH:9]=[CH:8][CH:7]=2)[CH3:2]

Participants

6

Reactant 2

HCID 313Hydrochloric AcidHCID 67395263HCID 67395263, compound

Product 2

HCID 67395263HCID 67395263, compoundHCID 86674510HCID 86674510, compound

Reagents, catalysts & solvents 2

HCID 6212ChloroformSolventHCID 312751,4-DioxaneSolvent

Procedure

To a solution of 2-(3-ethylquinoxalin-2-yl)-5-pyrrolidin-1-yl-N-(tetrahydro-2H-pyran-4-yl)pyrazolo[1,5-a]pyrimidin-7-amine (132 mg, 2.00 mmol) in chloroform (2.0 mL) was added 4N hydrogen chloride solution in 1,4-dioxane (0.5 mL). The resulting precipitate was collected and washed with diethyl ether to give 2-(3-ethylquinoxalin-2-yl)-5-pyrrolidin-1-yl-N-(tetrahydro-2H-pyran-4-yl)pyrazolo[1,5-a]pyrimidin-7-amine dihydrochloride (the compound of Example 1.004 listed in the Table of Examples as described hereinafter). 1H-NMR (400 MHz, DMSO-d6): δ 1.31 (3H, t, J=7.4 Hz), 1.85-1.91 (4H, m), 2.04-2.06 (4H, m), 3.45 (2H, q, J=7.4 Hz), 3.65 (4H, m), 3.94 (2H, m), 4.12 (1H, m), 5.64 (1H, s), 6.86 (1H, s), 7.84-7.92 (2H, m), 8.10-8.15 (2H, m), 8.34 (1H, br-d, J=8.8 Hz).

Workup

  1. customThe resulting precipitate was collected
  2. washwashed with diethyl ether

Sources & evidence

ORD record
ord-11bbcff6bf3545cfb4ab55c384ef658c
Source dataset
uspto-grants-2015_03
Patent number
US08969376B2

Reaction notes

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