2-(Trifluoromethyl)benzylamine → HCID 18922794, compound
Reaction equation
C(O[C:4]1[C:5](=[O:14])[C:6](=[O:13])[C:7]=1[NH:8][C:9]([CH3:12])([CH3:11])[CH3:10])C.[F:15][C:16]([F:26])([F:25])[C:17]1[CH:24]=[CH:23][CH:22]=[CH:21][C:18]=1[CH2:19][NH2:20].[K+].[Br-]>>[C:9]([NH:8][C:7]1[C:6](=[O:13])[C:5](=[O:14])[C:4]=1[NH:20][CH2:19][C:18]1[CH:21]=[CH:22][CH:23]=[CH:24][C:17]=1[C:16]([F:15])([F:25])[F:26])([CH3:10])([CH3:11])[CH3:12]Participants
4
Procedure
The title compound was prepared according to the procedure for example 1-step 2 except that 3-ethoxy-4-(tert-butylamino)-cyclobut-3-ene-1,2-dione was used in place of (R)-3-ethoxy-4-(1,2,2-trimethyl-propylamino)-cyclobut-3-ene-1,2-dione and 2-trifluoromethyl-benzylamine was used in place of 4-fluoro-benzylamine. Yield: 73%; mp: 237-239° C.; 1H NMR (300 MHz, DMSO-d6) δ 1.37 (m, 9H), 4.81-4.88 (m 2H), 7.56-7.61 (m, 2H), 7.63-7.83 (m, 4H); IR (KBr, cm-1 ): 3299m, 3224m, 3040w, 2976w, 2940w, 1796m, 1670m, 1650m, 1576s, 1534s, 1468s, 1315s, 1216-1127brm; MS (ES) m/z (relative intensity): 349 (M+ +Na, 20), 327 (M+ +H, 100); Anal. Calcd. for C16H17F3N2O2 : C, 58.89; H, 5.25; N, 8.58. Found: C, 58.84; H, 5.28; N, 8.54.
Sources & evidence
- ORD record
- ord-c686425297b94c6695e320c9c92460a5
- Source dataset
- uspto-grants-1998_05
- Patent number
- US05750574
Reaction notes
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