Hydrochloric Acid → HCID 178425034, compound

HRID 1987061Notes

Reaction equation

HRID 1987061 reaction equation
[C:1]([NH:4][O:5][CH2:6][CH2:7][NH:8][C:9](=[O:32])[CH2:10][C:11]1[C:16]([C:17]#[N:18])=[CH:15][CH:14]=[C:13]([NH:19][CH2:20][C:21]([F:30])([F:29])[C:22]2[CH:27]=[CH:26][CH:25]=[C:24]([CH3:28])[N:23]=2)[C:12]=1[F:31])(=[NH:3])[NH2:2].[ClH:33].O>>[ClH:33].[C:1]([NH:4][O:5][CH2:6][CH2:7][NH:8][C:9](=[O:32])[CH2:10][C:11]1[C:16]([C:17]#[N:18])=[CH:15][CH:14]=[C:13]([NH:19][CH2:20][C:21]([F:29])([F:30])[C:22]2[CH:27]=[CH:26][CH:25]=[C:24]([CH3:28])[N:23]=2)[C:12]=1[F:31])(=[NH:2])[NH2:3]

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 962WaterHCID 178425033HCID 178425033, compound

Product 1

HCID 178425034HCID 178425034, compound

Procedure

Prepared from N-[2-(Amidinoaminooxy)ethyl]-2-{3-[(2,2-difluoro-2-(6-methylpyridyl)ethyl)amino]-6-cyano-2-fluorophenyl}acetamide, as described in the previous step, using the protocol given in Example 1m, except the product collected by filtration was not recrystallized. 1H NMR (CD3OD) δ 8.38 (m, 1H), 7.91 (m, 2H), 7.33 (d, J=8.73 Hz, 1H), 6.92 (t, J=8.65 Hz, 1H), 4.20 (t, J=13.40 Hz, 2H), 3.96 (t, J=5.37 Hz, 2H), 3.78 (d, J=1.91 Hz, 2H), 3.52 (t, J=5.33 Hz, 2H), 2.79 (s, 3H); LC/MS (m/z) [M+1]+ 450.4 (calculated for C20H22F3N7O2, 449.18). Elem. Anal. Calc.: C, 45.99; H, 4.63; N, 18.77; Cl, 13.57. Found: C, 45.97; H, 4.40; N, 18.60; Cl, 12.39. Karl Fischer % water, 1.42. One mole free base contains 1.83 mol HCl and 0.41 mol water.

Workup

  1. filtrationcollected by filtration
  2. customwas not recrystallized

Sources & evidence

ORD record
ord-0ad8b9e8149644e6a6eb483c2589b0fb
Source dataset
uspto-grants-2009_06
Patent number
US07550474B2

Reaction notes

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