HCID 56645254, compound → HCID 178437412, compound

HRID 2066414Notes

Reaction equation

HRID 2066414 reaction equation
ClC1N=C2C(N=C(OC3CN(C(OC(C)(C)C)=O)C3)N2C2CCCCO2)=C(N2CCOCC2)N=1.[CH2:35]([C:37]1[N:41]([C:42]2[N:50]=[C:49]3[C:45]([N:46]=[C:47]([O:52][CH:53]4[CH2:56][N:55]([C:57](=[O:61])[CH:58]([CH3:60])[CH3:59])[CH2:54]4)[N:48]3C)=[C:44]([N:62]3[CH2:67][CH2:66][O:65][CH2:64][CH2:63]3)[N:43]=2)[C:40]2[CH:68]=[CH:69][CH:70]=[CH:71][C:39]=2[N:38]=1)[CH3:36]>>[CH2:35]([C:37]1[N:41]([C:42]2[N:50]=[C:49]3[C:45]([N:46]=[C:47]([O:52][CH:53]4[CH2:54][N:55]([C:57](=[O:61])[CH:58]([CH3:60])[CH3:59])[CH2:56]4)[NH:48]3)=[C:44]([N:62]3[CH2:67][CH2:66][O:65][CH2:64][CH2:63]3)[N:43]=2)[C:40]2[CH:68]=[CH:69][CH:70]=[CH:71][C:39]=2[N:38]=1)[CH3:36]

Participants

3

Reactant 2

HCID 56645254HCID 56645254, compoundHCID 86661272HCID 86661272, compound

Product 1

HCID 178437412HCID 178437412, compound

Procedure

The compound was prepared from tert-butyl 3-(2-chloro-6-morpholino-9-(tetrahydro-2H-pyran-2-yl)-9H-purin-8-yloxy)azetidine-1-carboxylate in a similar manner to that of 1-(3-(2-(2-ethyl-1H-benzo[d]imidazol-1-yl)-9-methyl-6-morpholino-9H-purin-8-yloxy)azetidin-1-yl)-2-methylpropan-1-one (122) following General Procedures of Boc-deprotection and amide coupling. 1H NMR (400 MHz, DMSO) δ 13.10 (s, 1H), 7.94-7.84 (m, 1H), 7.67-7.57 (m, 1H), 7.29-7.16 (m, 2H), 5.47 (s, 1H), 4.70-4.55 (m, 1H), 4.28 (dd, J=15.8, 9.3 Hz, 2H), 4.11 (s, 4H), 3.91 (d, J=7.9 Hz, 1H), 3.81-3.69 (m, 4H), 3.35 (d, J=3.0 Hz, 1H), 3.21 (q, J=7.4 Hz, 2H), 1.30 (t, J=7.4 Hz, 3H), 0.99 (d, J=6.6 Hz, 6H). LCMS: M+H+=491.2.

Sources & evidence

ORD record
ord-93372cc99723412791002324ed509d0c
Source dataset
uspto-grants-2012_10
Patent number
US08293736B2

Reaction notes

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