Hydrochloric Acid → Hydrochloric Acid

HRID 2067187Notes

Reaction equation

HRID 2067187 reaction equation
[OH:1][C@@H:2]1[CH2:7][CH2:6][CH2:5][CH2:4][C@H:3]1[NH:8][C:9]1[S:10][C:11]2[CH:17]=[C:16]([O:18][C:19]3[CH:20]=[C:21]([C:25]4[CH2:30][CH2:29][N:28](C(OC(C)(C)C)=O)[CH2:27][CH:26]=4)[CH:22]=[N:23][CH:24]=3)[CH:15]=[CH:14][C:12]=2[N:13]=1.[ClH:38].O1CCOCC1>>[NH:28]1[CH2:27][CH:26]=[C:25]([C:21]2[CH:20]=[C:19]([O:18][C:16]3[CH:15]=[CH:14][C:12]4[N:13]=[C:9]([NH:8][C@@H:3]5[CH2:4][CH2:5][CH2:6][CH2:7][C@H:2]5[OH:1])[S:10][C:11]=4[CH:17]=3)[CH:24]=[N:23][CH:22]=2)[CH2:30][CH2:29]1.[ClH:38]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 312751,4-DioxaneHCID 59333450HCID 59333450, compound

Product 2

HCID 313Hydrochloric AcidHCID 59333467HCID 59333467, compound

Procedure

To a solid tert-butyl 4-(5-(2-((1R,2R)-2-hydroxycyclohexylamino)benzo[d]thiazol-6-yloxy)pyridin-3-yl)-5,6-dihydropyridine-1(2H)-carboxylate (7.2 mg, 0.0138 mmol, see Example 25 above) was added 4M HCl in Dioxane (1 mL, 4.0 mmol). The reaction mixture was stirred at room temperature for 1 hour. The crude reaction mixture was concentrated to a solid and lyophilized to give title compound as HCl salt (4.8 mg). ES/MS m/z 423.2 (MH+), Rt=1.72 min.

Workup

  1. customThe crude reaction mixture
  2. concentrationwas concentrated to a solid

Sources & evidence

ORD record
ord-abc4d592d79944f68a9c52abca931128
Source dataset
uspto-grants-2012_10
Patent number
US08293769B2

Reaction notes

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