Trifluoroacetic acid → 4-(8-Morpholino-2-(2-(quinolin-2-yl)ethyl)imidazo[1,2-a]pyrazin-5-yl)aniline trifluoroacetic acid salt

HRID 1772704Notes

Reaction equation

HRID 1772704 reaction equation
Br[C:2]1[N:7]2[CH:8]=[C:9]([CH2:11][CH2:12][C:13]3[CH:22]=[CH:21][C:20]4[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=4)[N:14]=3)[N:10]=[C:6]2[C:5]([N:23]2[CH2:28][CH2:27][O:26][CH2:25][CH2:24]2)=[N:4][CH:3]=1.C([NH:36][C:37]1[CH:42]=[CH:41][C:40](B(O)O)=[CH:39][CH:38]=1)(OC(C)(C)C)=O.[C:46]([OH:52])([C:48]([F:51])([F:50])[F:49])=[O:47]>>[F:49][C:48]([F:51])([F:50])[C:46]([OH:52])=[O:47].[O:26]1[CH2:27][CH2:28][N:23]([C:5]2[C:6]3[N:7]([CH:8]=[C:9]([CH2:11][CH2:12][C:13]4[CH:22]=[CH:21][C:20]5[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=5)[N:14]=4)[N:10]=3)[C:2]([C:40]3[CH:41]=[CH:42][C:37]([NH2:36])=[CH:38][CH:39]=3)=[CH:3][N:4]=2)[CH2:24][CH2:25]1

Participants

4

Reactant 3

HCID 6422Trifluoroacetic acidHCID 3613184(4-Boc-Aminophenyl)Boronic AcidHCID 1177278954-(5-Bromo-2-(2-(quinolin-2-yl)ethyl)imidazo[1,2-a]pyrazin-8-yl)morpholine

Product 1

HCID 1177278994-(8-Morpholino-2-(2-(quinolin-2-yl)ethyl)imidazo[1,2-a]pyrazin-5-yl)aniline trifluoroacetic acid salt

Procedure

Compound 59a was prepared from compound 3a and 4-(N—BOC-amino)phenylboronic acid using the methods described in the Example 1, Step G, followed by the TFA deprotection of the resulting product. Mass Spectrum LCMS, ESI (pos.) Calcd. for C27H26N6O: 451.2 [M+H]. found 451.5.

Sources & evidence

ORD record
ord-d2b0f4468b9e4f0e9d466e578184ed9c
Source dataset
uspto-grants-2016_02
Patent number
US09249163B2

Reaction notes

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