4-(Trifluoromethyl)benzylamine → HCID 178431216, compound

HRID 1591067Notes

Reaction equation

HRID 1591067 reaction equation
C(O[C:4]1[C:5]([NH:11][C@@H:12]2[C:21]3[C:16](=[CH:17][CH:18]=[C:19]([O:22][C:23]([F:26])([F:25])[F:24])[CH:20]=3)[O:15][C:14]([CH3:28])([CH3:27])[C@H:13]2[OH:29])=[N:6][S:7](=[O:10])(=[O:9])[N:8]=1)C.[F:30][C:31]([F:41])([F:40])[C:32]1[CH:39]=[CH:38][C:35]([CH2:36][NH2:37])=[CH:34][CH:33]=1>>[O:10]=[S:7]1(=[O:9])[N:8]=[C:4]([NH:37][CH2:36][C:35]2[CH:34]=[CH:33][C:32]([C:31]([F:30])([F:40])[F:41])=[CH:39][CH:38]=2)[C:5]([NH:11][C@@H:12]2[C:21]3[C:16](=[CH:17][CH:18]=[C:19]([O:22][C:23]([F:25])([F:26])[F:24])[CH:20]=3)[O:15][C:14]([CH3:27])([CH3:28])[C@H:13]2[OH:29])=[N:6]1

Participants

3

Reactant 2

HCID 768044-(Trifluoromethyl)benzylamineHCID 178467515HCID 178467515, compound

Product 1

HCID 178431216HCID 178431216, compound

Procedure

In a method similar to Example 5, the product of Example 1, Step 2 (0.250 g, 0.572 mmol) was converted to the title compound with 4-(trifluoromethyl)benzylamine (0.09 mL, 0.629 mmol) to afford 0.25 g (77%) of product as a white solid: mp 283°-284° C.; 1H NMR (DMSO-D6): δ 8.94 (d, 1H), 8.92 (t, 1H), 7.78 (d, 2H), 7.64 (d, 2H), 7.32 (d, 1H), 7.21 (dd, 1H), 6.90 (d, 1H), 6.00 (d, 1H), 4.80 (t, 1H), 4.62 (d, 2H), 3.62 (m, 1H), 1.40 (s, 3H), 1.20 (s, 3H); IR (KBr) 3300, 1610 cm-1 ; MS (m/z) 567 (MH+, 100%); [α]D25 =-44.8 (THF).

Sources & evidence

ORD record
ord-09b01b1ae78844f6a9c27b7bc0eac26d
Source dataset
uspto-grants-1993_04
Patent number
US05206252

Reaction notes

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