HCID 58213766, compound → HCID 44231414, compound

HRID 340265Notes

Reaction equation

HRID 340265 reaction equation
[NH2:1][C:2]1[C:11]2[N:10]=[CH:9][C:8]([NH:12]C(=O)OC(C)(C)C)=[CH:7][C:6]=2[C:5]2[CH:20]=[CH:21][C:22]([CH3:24])=[CH:23][C:4]=2[N:3]=1.ClC1C=C(NC(=O)OC(C)(C)C)C=NC=1C#N>>[CH3:24][C:22]1[CH:21]=[CH:20][C:5]2=[C:6]3[C:11](=[C:2]([NH2:1])[N:3]=[C:4]2[CH:23]=1)[N:10]=[CH:9][C:8]([NH2:12])=[CH:7]3

Participants

3

Reactant 2

HCID 58213766HCID 58213766, compoundHCID 66874818HCID 66874818, compound

Product 1

HCID 44231414HCID 44231414, compound

Procedure

8-methylbenzo[f][1,7]naphthyridine-2,5-diamine was prepared (as minor product) together with tert-butyl 5-amino-8-methylbenzo[f][1,7]naphthyridin-2-ylcarbamate (as major product) from tert-butyl 5-chloro-6-cyanopyridin-3-ylcarbamate (from the previous step) following the procedures described for Example 5/Step 2. 1H NMR (DMSO-d6): δ 10.11 (s, 1H), 9.02 (s, 1H), 8.82 (d, 1H), 8.06 (d, 1H), 7.34 (s, 1H), 7.15 (dd, 1H), 6.99 (s, 2H), 2.44 (s, 3H). LRMS [M+H]=225.1

Sources & evidence

ORD record
ord-6f318a2355c94e88ae03daeb2f362dae
Source dataset
uspto-grants-2014_11
Patent number
US08895577B2

Reaction notes

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