Acetyl chloride → HCID 86636259, compound

HRID 541789Notes

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[C:16](F)(F)[C:17]([OH:19])=O.[Cl:22][C:23]1[CH:24]=[N:25][C:26]2[NH:27][C:28]3[CH:29]=[CH:30][CH:31]=[C:32]([CH:51]=3)[CH2:33][CH2:34][C:35]3[CH:43]=[C:39]([NH:40][C:41]=1[N:42]=2)[CH:38]=[CH:37][C:36]=3[CH2:44][N:45]1[CH2:50][CH2:49][NH:48][CH2:47][CH2:46]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].[C:17]([N:48]1[CH2:49][CH2:50][N:45]([CH2:44][C:36]2[CH:37]=[CH:38][C:39]3[NH:40][C:41]4[N:42]=[C:26]([NH:27][C:28]5[CH:29]=[CH:30][CH:31]=[C:32]([CH:51]=5)[CH2:33][CH2:34][C:35]=2[CH:43]=3)[N:25]=[CH:24][C:23]=4[Cl:22])[CH2:46][CH2:47]1)(=[O:19])[CH3:16]

Participants

Reactant 2

HCID 6367Acetyl chloride

HCID 86636260HCID 86636260, compound

Product 1

HCID 86636259HCID 86636259, compoundYield 52%

Procedure

The desired compound was prepared according to the procedure of Example B26, using 6-chloro-12-(piperazin-1-ylmethyl)-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-nonaene tris(trifluoroacetate) and acetyl chloride as the starting materials in 52% yield. LCMS for C25H28ClN6O (M+H)+: m/z=463.2.

Sources & evidence

ORD record: ord-fb3325640c2f43e284c1cc90e045e2ef
Source dataset: uspto-grants-2014_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08871753B2

Reaction notes

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