Hydrochloric Acid → HCID 46223480, compound

HRID 1024380Notes

Reaction equation

HRID 1024380 reaction equation
[NH2:1][C:2]1[C:7]2[C:8]([C:11]3[CH:16]=[CH:15][C:14]([NH:17][C:18]([NH:20][C:21]4[CH:26]=[CH:25][C:24]([O:27][CH3:28])=[CH:23][CH:22]=4)=[O:19])=[CH:13][CH:12]=3)=[CH:9][S:10][C:6]=2[C:5]([C:29]2[CH:30]=[N:31][N:32]([CH2:34][C@H:35]3[CH2:39][O:38]C(C)(C)[O:36]3)[CH:33]=2)=[CH:4][N:3]=1.Cl>O1CCCC1>[NH2:1][C:2]1[C:7]2[C:8]([C:11]3[CH:12]=[CH:13][C:14]([NH:17][C:18]([NH:20][C:21]4[CH:22]=[CH:23][C:24]([O:27][CH3:28])=[CH:25][CH:26]=4)=[O:19])=[CH:15][CH:16]=3)=[CH:9][S:10][C:6]=2[C:5]([C:29]2[CH:30]=[N:31][N:32]([CH2:34][C@H:35]([OH:36])[CH2:39][OH:38])[CH:33]=2)=[CH:4][N:3]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 68619796HCID 68619796, compound

Product 1

HCID 46223480HCID 46223480, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A solution of EXAMPLE 5B (44 mg, 0.077 mL) in tetrahydrofuran (2 mL) was treated with 2N HCl (1 mL), then stirred at room temperature for 18 hours. The resulting suspension was filtered and the solid was collected and dried to give the title compound. 1H NMR (300 MHz, DMSO-d6) δ ppm 3.72 (s, 3H) 3.32-3.45 (m, 4H) 3.84-3.91 (m, 1H) 4.12 (dd, J=13.90, 7.80 Hz, 1H) 4.34 (dd, J=13.90, 3.73 Hz, 1H) 6.89 (d, J=9.15 Hz, 2H) 6.89-6.93 (m, 2H) 7.38 (d, J=9.15 Hz, 2H) 7.45 (d, J=8.81 Hz, 2H) 7.65 (d, J=8.81 Hz, 2H) 7.94 (s, 1H) 7.99 (d, J=0.68 Hz, 1H) 8.06 (s, 1H) 8.28 (d, J=0.68 Hz, 1H) 8.72 (s, 1H) 9.05 (s, 1H); MS (ESI(+)) m/z 531.2 (M+H)+.

Workup

  1. filtrationThe resulting suspension was filtered
  2. customthe solid was collected
  3. customdried

Sources & evidence

ORD record
ord-1abbec0a023140ed98322891a499eb65
Source dataset
uspto-grants-2014_05
Patent number
US08722890B2

Reaction notes

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