4-(Trifluoromethyl)benzylamine → N-isoquinolin-8-yl-N'-[4-(trifluoromethyl)benzyl]urea

HRID 2056801Notes

Reaction equation

HRID 2056801 reaction equation
[F:1][C:2]([F:12])([F:11])[C:3]1[CH:10]=[CH:9][C:6]([CH2:7][NH2:8])=[CH:5][CH:4]=1.ClC(Cl)(Cl)[C:15]([NH:17][C:18]1[CH:19]=[CH:20][CH:21]=[C:22]2[C:27]=1[CH:26]=[N:25][CH:24]=[CH:23]2)=[O:16].C1CCN2C(=NCCC2)CC1>O>[CH:26]1[C:27]2[C:22](=[CH:21][CH:20]=[CH:19][C:18]=2[NH:17][C:15]([NH:8][CH2:7][C:6]2[CH:9]=[CH:10][C:3]([C:2]([F:11])([F:12])[F:1])=[CH:4][CH:5]=2)=[O:16])[CH:23]=[CH:24][N:25]=1

Participants

5

Reactant 3

HCID 768044-(Trifluoromethyl)benzylamineHCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 220326212,2,2-trichloro-N-isoquinolin-8-ylacetamide

Product 1

HCID 10088904N-isoquinolin-8-yl-N'-[4-(trifluoromethyl)benzyl]urea

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

The title compound was prepared using 4-(trifluoromethyl)benzylamine, the product from Example 57D, DBU and the procedure described in Example 1B. MS (ESI+) m/z 346 (M+H)+; 1H NMR (DMSO-d6) δ 9.58 (s, 1H), 9.10 (s, 1H), 8.49 (d, 1H), 8.12 (d, 1H), 7.81-7.54 (m, 7H), 7.20 (t, 1H), 4.47 (d, 2H); Anal. Calcd for C18H14F3N3O.0.2 H2O: C, 61.96, H 4.16, N 12.04. Found: C, 62.06, H 4.23, N 11.91.

Sources & evidence

ORD record
ord-acd00f12086149829d0a1885061b68fc
Source dataset
uspto-grants-2008_02
Patent number
US07335678B2

Reaction notes

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