1,3-Benzodioxole-5-carbonyl chloride → 1-(1,3-Benzodioxol-5-ylcarbonyl)-N-[6-chloro-2,4,8,22-tetraazatetracyclo[14.3.1.1(3,7).1(9,13)]docosa-1(20),3(22),4,6,9(21),10,12,16,18-nonaen-12-yl]piperidine-4-carboxamide Trifluoroacetate
Reaction equation
[F:1][C:2]([F:7])([F:6])[C:3]([OH:5])=[O:4].FC(F)(F)C(O)=O.[Cl:15][C:16]1[CH:17]=[N:18][C:19]2[NH:20][C:21]3[CH:22]=[CH:23][CH:24]=[C:25]([CH:46]=3)[CH2:26][CH2:27][C:28]3[CH:36]=[C:32]([NH:33][C:34]=1[N:35]=2)[CH:31]=[CH:30][C:29]=3[NH:37][C:38]([CH:40]1[CH2:45][CH2:44][NH:43][CH2:42][CH2:41]1)=[O:39].[O:47]1[C:51]2[CH:52]=[CH:53][C:54]([C:56](Cl)=[O:57])=[CH:55][C:50]=2[O:49][CH2:48]1>>[F:1][C:2]([F:7])([F:6])[C:3]([OH:5])=[O:4].[O:47]1[C:51]2[CH:52]=[CH:53][C:54]([C:56]([N:43]3[CH2:44][CH2:45][CH:40]([C:38]([NH:37][C:29]4[CH:30]=[CH:31][C:32]5[NH:33][C:34]6[N:35]=[C:19]([NH:20][C:21]7[CH:22]=[CH:23][CH:24]=[C:25]([CH:46]=7)[CH2:26][CH2:27][C:28]=4[CH:36]=5)[N:18]=[CH:17][C:16]=6[Cl:15])=[O:39])[CH2:41][CH2:42]3)=[O:57])=[CH:55][C:50]=2[O:49][CH2:48]1Participants
3
Reactant 2
Product 1
Procedure
The desired compound was prepared according to the procedure of Example A20, using N-[6-chloro-2,4,8,22-tetraazatetracyclo[14.3.1.1(3,7).1(9,13)]docosa-1(20), 3(22),4,6,9(21),10,12,16,18-nonaen-12-yl]piperidine-4-carboxamide bis(trifluoroacetate) and 1,3-benzodioxole-5-carbonyl chloride as starting materials in 16% yield. LCMS for C32H30ClN6O4 (M+H)+: m/z=597.2.
Sources & evidence
- ORD record
- ord-a62a99154d9b4a0a9c0ed8e4a483e736
- Source dataset
- uspto-grants-2014_10
- Patent number
- US08871753B2
Reaction notes
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