1-[3-(Trifluoromethyl)phenyl]-1,4-diazepane → 3-{4-[4-(3-Trifluoromethyl-phenyl)-[1,4]diazepan-1-yl]-cyclohexyl}-6-fluoro-1H-indole

HRID 1250161Notes

Reaction equation

HRID 1250161 reaction equation
[F:1][C:2]([F:17])([F:16])[C:3]1[CH:4]=[C:5]([N:9]2[CH2:15][CH2:14][CH2:13][NH:12][CH2:11][CH2:10]2)[CH:6]=[CH:7][CH:8]=1.[F:18][C:19]1[CH:27]=[C:26]2[C:22]([C:23]([CH:28]3[CH2:33][CH2:32][C:31](=O)[CH2:30][CH2:29]3)=[CH:24][NH:25]2)=[CH:21][CH:20]=1>>[F:17][C:2]([F:1])([F:16])[C:3]1[CH:4]=[C:5]([N:9]2[CH2:15][CH2:14][CH2:13][N:12]([CH:31]3[CH2:30][CH2:29][CH:28]([C:23]4[C:22]5[C:26](=[CH:27][C:19]([F:18])=[CH:20][CH:21]=5)[NH:25][CH:24]=4)[CH2:33][CH2:32]3)[CH2:11][CH2:10]2)[CH:6]=[CH:7][CH:8]=1

Participants

3

Reactant 2

HCID 151247971-[3-(Trifluoromethyl)phenyl]-1,4-diazepaneHCID 154812814-(6-Fluoro-1H-indol-3-YL)cyclohexanone

Product 1

HCID 98688323-{4-[4-(3-Trifluoromethyl-phenyl)-[1,4]diazepan-1-yl]-cyclohexyl}-6-fluoro-1H-indoleYield 64%

Procedure

The title compound was prepared according to Example 3, Step 4 except 1-(3-trifluoromethyl-phenyl)-[1,4]diazepane was used instead of 1-(2-methoxy-phenyl)-[1,4]diazepane and 4-(6-fluoro-1H-indol-3-yl)-cyclohexanone was used in place of 4-(5-fluoro-1H-3-indolyl)-cyclohexanone. Yield: 64%; MS (ES) m/z (relative intensity): 460 (M++H, 100).

Sources & evidence

ORD record
ord-8324356b21d5485dbf31672262a4fbf8
Source dataset
uspto-grants-2002_01
Patent number
US06337326B1

Reaction notes

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