Acetyl chloride → HCID 86636384, compound

HRID 542053Notes

Reaction equation

[F:1][C:2]([F:7])([F:6])[C:3]([OH:5])=[O:4].[F:8][C:9]([F:14])([F:13])[C:10]([OH:12])=[O:11].[F:15][C:16]([F:21])([F:20])[C:17]([OH:19])=[O:18].F[C:23](F)(F)[C:24]([OH:26])=O.[Cl:29][C:30]1[CH:31]=[N:32][C:33]2[NH:34][C:35]3[CH:36]=[N:37][CH:38]=[C:39]([CH:60]=3)[CH2:40][CH2:41][C:42]3[CH:50]=[C:46]([NH:47][C:48]=1[N:49]=2)[CH:45]=[CH:44][C:43]=3[NH:51][CH2:52][CH2:53][CH:54]1[CH2:59][CH2:58][NH:57][CH2:56][CH2:55]1.C(Cl)(=O)C>>[F:1][C:2]([F:7])([F:6])[C:3]([OH:5])=[O:4].[F:8][C:9]([F:14])([F:13])[C:10]([OH:12])=[O:11].[F:15][C:16]([F:21])([F:20])[C:17]([OH:19])=[O:18].[C:24]([N:57]1[CH2:58][CH2:59][CH:54]([CH2:53][CH2:52][NH:51][C:43]2[CH:44]=[CH:45][C:46]3[NH:47][C:48]4[N:49]=[C:33]([NH:34][C:35]5[CH:36]=[N:37][CH:38]=[C:39]([CH:60]=5)[CH2:40][CH2:41][C:42]=2[CH:50]=3)[N:32]=[CH:31][C:30]=4[Cl:29])[CH2:55][CH2:56]1)(=[O:26])[CH3:23]

Participants

Reactant 2

HCID 6367Acetyl chloride

HCID 86636383HCID 86636383, compound

Product 1

HCID 86636384HCID 86636384, compoundYield 50%

Procedure

The desired compound was prepared according to the procedure of Example D94 using 6-chloro-N-(2-piperidin-4-ylethyl)-2,4,8,18,22-pentaazatetracyclo[14.3.1.1(3,7).1(9,13)]docosa-1(20),3(22),4,6,9(21),10,12,16,18-nonaen-12-amine tetrakis(trifluoroacetate) and acetyl chloride as the starting materials in 50% yield. LCMS for C26H31ClN7O (M+H)+: m/z=492.1.

Sources & evidence

ORD record: ord-88c0df7f32af4e3991da5df688a412ac
Source dataset: uspto-grants-2014_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08871753B2

Reaction notes

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