Trifluoroacetic acid → HCID 56645872, compound

HRID 2066417Notes

Reaction equation

HRID 2066417 reaction equation
Cl[C:2]1[N:10]=[C:9]2[C:5]([N:6]=[C:7]([O:12][CH:13]3[CH2:16][N:15](C(OC(C)(C)C)=O)[CH2:14]3)[N:8]2[CH3:11])=[C:4]([N:24]2[CH2:29][CH2:28][O:27][CH2:26][CH2:25]2)[N:3]=1.[CH2:30]([C:32]1[N:36](C2N=C3C(N=C(OC4CCNCC4)N3C)=C(N3CCOCC3)N=2)[C:35]2[CH:60]=[CH:61][CH:62]=[CH:63][C:34]=2[N:33]=1)[CH3:31].F[C:65](F)(F)C(O)=O>>[NH:15]1[CH2:14][CH:13]([O:12][C:7]2[N:8]([CH3:11])[C:9]3[C:5]([N:6]=2)=[C:4]([N:24]2[CH2:25][CH2:26][O:27][CH2:28][CH2:29]2)[N:3]=[C:2]([N:36]2[C:35]4[CH:60]=[CH:61][CH:62]=[CH:63][C:34]=4[N:33]=[C:32]2[CH:30]([CH3:31])[CH3:65])[N:10]=3)[CH2:16]1

Participants

4

Reactant 3

HCID 6422Trifluoroacetic acidHCID 56645458HCID 56645458, compoundHCID 58054354HCID 58054354, compound

Product 1

HCID 56645872HCID 56645872, compound

Procedure

The compound was prepared from tert-butyl 3-(2-chloro-9-methyl-6-morpholino-9H-purin-8-yloxy)azetidine-1-carboxylate in a similar manner as that of 4-(2-(2-ethyl-1H-benzo[d]imidazol-1-yl)-9-methyl-8-(piperidin-4-yloxy)-9H-purin-6-yl)morpholine, following General Procedures of Buchwald coupling shown in Scheme 3 and Boc-deprotection. The compound was either used either as a mixture with unknown equivalent of trifluoroacetic acid or as a free base after treatment with aqueous base. LCMS: M+H+=449.4.

Sources & evidence

ORD record
ord-b2c34b87b213496fb5d43b4088426aa8
Source dataset
uspto-grants-2012_10
Patent number
US08293736B2

Reaction notes

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