Phenyl Isothiocyanate → HCID 86636138, compound

HRID 541596Notes

Reaction equation

HRID 541596 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].[N:47]([C:50]1[CH:55]=[CH:54][CH:53]=[CH:52][CH:51]=1)=[C:48]=[S:49]>>[F:1][C:2]([F:7])([F:6])[C:3]([OH:5])=[O:4].[NH:47]([C:48]([N:43]1[CH2:44][CH2:45][CH:40]([C:38]([NH:37][C:29]2[CH:30]=[CH:31][C:32]3[NH:33][C:34]4[N:35]=[C:19]([NH:20][C:21]5[CH:22]=[CH:23][CH:24]=[C:25]([CH:46]=5)[CH2:26][CH2:27][C:28]=2[CH:36]=3)[N:18]=[CH:17][C:16]=4[Cl:15])=[O:39])[CH2:41][CH2:42]1)=[S:49])[C:50]1[CH:55]=[CH:54][CH:53]=[CH:52][CH:51]=1

Participants

3

Reactant 2

HCID 7673Phenyl IsothiocyanateHCID 86636132N-[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)

Product 1

HCID 86636138HCID 86636138, compoundYield 28%

Procedure

The desired compound was prepared according to the procedure of Example A9, step H 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 isothiocyanatobenzene as starting materials in 28% yield. LCMS for C31H30ClN7OS (M+H)+: m/z=584.2.

Sources & evidence

ORD record
ord-dfa0e6c8c75f4318af25f3876073e7ac
Source dataset
uspto-grants-2014_10
Patent number
US08871753B2

Reaction notes

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