Hydrochloric Acid → HCID 69671804, compound

HRID 626721Notes

Reaction equation

HRID 626721 reaction equation
[NH2:1][C:2]1[N:7]=[CH:6][N:5]=[C:4]([NH:8][C:9]2[C:14]3=[CH:15][N:16]([C:18]4[C:25]([Cl:26])=[CH:24][C:21]([C:22]#[N:23])=[CH:20][C:19]=4[Cl:27])[N:17]=[C:13]3[C:12]([F:28])=[CH:11][N:10]=2)[CH:3]=1.Cl>>[ClH:26].[NH2:1][C:2]1[N:7]=[CH:6][N:5]=[C:4]([NH:8][C:9]2[C:14]3=[CH:15][N:16]([C:18]4[C:25]([Cl:26])=[CH:24][C:21]([C:22]#[N:23])=[CH:20][C:19]=4[Cl:27])[N:17]=[C:13]3[C:12]([F:28])=[CH:11][N:10]=2)[CH:3]=1

Participants

3

Reactant 2

HCID 313Hydrochloric AcidHCID 69671144HCID 69671144, compound

Product 1

HCID 69671804HCID 69671804, compoundYield 188.8%

Procedure

A mixture of 4-[4-(6-aminopyrimidin-4-ylamino)-7-fluoropyrazolo[4,3-c]pyridin-2-yl]-3,5-dichlorobenzonitrile (77 mg, 0.19 mmol) and HCl (4 N in dioxane, 5.0 mL, 20 mmol) was stirred at room temperature for 2 hours. The reaction mixture was concentrated under reduced pressure and the residue was dried to afford the title compound as an off-white solid (81 mg, 96% yield). 1H NMR (400 MHz, DMSO-d6): δ 9.45 (d, J=2.3 Hz, 1H), 8.57 (s, 1H), 8.50 (s, 2H), 8.03 (d, J=3.3 Hz, 1H), 7.25 (br s, 1H). LCMS (Method B): RT=3.16 min, m/z: 415 [M+H+].

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. customthe residue was dried

Sources & evidence

ORD record
ord-4e74dc84b3594360b7fb3d3682b1f7e6
Source dataset
uspto-grants-2016_04
Patent number
US09309240B2

Reaction notes

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