Hydrochloric Acid → HCID 131721139, compound

HRID 1417555Notes

Reaction equation

HRID 1417555 reaction equation
[CH3:1][NH:2][C@H:3]1[CH2:28][CH2:27][C@:5]2([O:9][CH2:8][C@H:7]([C:10]3[CH:15]=[C:14]([N:16]4[CH:20]=[CH:19][N:18]=[C:17]4[C:21]([F:24])([F:23])[F:22])[CH:13]=[CH:12][C:11]=3[O:25][CH3:26])[CH2:6]2)[C@@H:4]1[C:29]1[CH:34]=[CH:33][C:32]([F:35])=[CH:31][CH:30]=1.[ClH:36]>CO.C(OCC)C>[ClH:36].[CH3:1][NH:2][C@H:3]1[CH2:28][CH2:27][C@:5]2([O:9][CH2:8][C@H:7]([C:10]3[CH:15]=[C:14]([N:16]4[CH:20]=[CH:19][N:18]=[C:17]4[C:21]([F:23])([F:24])[F:22])[CH:13]=[CH:12][C:11]=3[O:25][CH3:26])[CH2:6]2)[C@@H:4]1[C:29]1[CH:34]=[CH:33][C:32]([F:35])=[CH:31][CH:30]=1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 57243150HCID 57243150, compound

Product 1

HCID 131721139HCID 131721139, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 3283Diethyl EtherSolvent

Procedure

A solution of the free amine dissolved in methanol was treated with 1.0M HCl in ethyl ether. Removal of the solvent under under reduced pressure yielded the title compound. 1NMR (400 MHz, CD3OD): δ7.45 (dd, 2H, J=9, 6 Hz ), 7.29 (d, 1H, J=1 Hz ), 7.21 (d, 1H, J=1 Hz ), 7.19 (dd, 1H, J=9, 2 Hz ), 7.02 (t, 2H, J=9 Hz ), 7.00 (d, 1H, J=9 Hz ), 6.58 (d, 1H, J=2 Hz ), 4.10-4.02 (m, 2H), 3.85-3.75 (m, 1H), 3.79 (s, 3H), 3.13 (d, 1H, J=10 Hz ), 3.06 (t, 1H, J=9 Hz ), 2.54 (s, 3H), 2.54-2.43 (m, 1H), 2.29 (dd, 1H, J=13, 8 Hz), 2.28-2.20 (m, 1H), 2.07 (ddd, 1H, J=13, 10, 9 Hz ), 1.92 (dd, 1H, J=13, 10 Hz ), 1.90-1.80 (m, 1H).

Workup

  1. customRemoval of the solvent under under reduced pressure

Sources & evidence

ORD record
ord-92fff6ce35d14a378cbcb9e46847a979
Source dataset
uspto-grants-1999_03
Patent number
US05877191

Reaction notes

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