HCID 68197777, compound → HCID 68194550, compound

HRID 1631809Notes

Reaction equation

HRID 1631809 reaction equation
[NH:1]1[C:9]2[C:4](=[C:5]([C:10]3[N:19]=[CH:18][C:17]4[N:16]([CH2:20][CH2:21][CH:22]([NH:27]C(=O)OC(C)(C)C)[C:23]([CH3:26])([CH3:25])[CH3:24])[CH2:15][C@@H:14]5[CH2:35][O:36][CH2:37][CH2:38][N:13]5[C:12]=4[N:11]=3)[CH:6]=[CH:7][CH:8]=2)[CH:3]=[CH:2]1>C(Cl)Cl.FC(F)(F)C(O)=O>[NH:1]1[C:9]2[C:4](=[C:5]([C:10]3[N:19]=[CH:18][C:17]4[N:16]([CH2:20][CH2:21][CH:22]([NH2:27])[C:23]([CH3:26])([CH3:24])[CH3:25])[CH2:15][C@@H:14]5[CH2:35][O:36][CH2:37][CH2:38][N:13]5[C:12]=4[N:11]=3)[CH:6]=[CH:7][CH:8]=2)[CH:3]=[CH:2]1

Participants

4

Reactant 1

HCID 68197777HCID 68197777, compound

Product 1

HCID 68194550HCID 68194550, compound

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 6422Trifluoroacetic acidSolvent

Procedure

The title compound was prepared in a manner similar to EXAMPLE 193 using tert-butyl (1-((R)-2-(1H-indol-4-yl)-6a,7,9,10-tetrahydro-[1,4]oxazino[3,4-h]pteridin-5(6H)-yl)-4,4-dimethylpentan-3-yl)carbamate (PREPARATION x78) in CH2Cl2 (0.5 mL) and trifluoroacetic acid (0.5 mL) (11.7 mg, 76%). 1H NMR (400 MHz, DMSO-d6) δ ppm 1.02 (s, 9H), 1.51-1.75 (m, 1H), 1.91-2.08 (m, 1H), 3.02-3.39 (m, 4H), 3.53-3.65 (m, 6H), 3.80-3.96 (m, 1H), 3.97-4.16 (m, 2H), 4.60-4.76 (m, 1H), 6.96-7.12 (m, 1H), 7.20-7.33 (m, 1H), 7.47-7.88 (m, 4H), 11.33-11.59 (m, 1H); ESI-MS m/z [M+H]+ calc'd for C24H32N6O, 421.27 found 421.4.

Sources & evidence

ORD record
ord-fa309dbe4b7442139b745d1f52568e41
Source dataset
uspto-grants-2014_07
Patent number
US08791107B2

Reaction notes

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