Hydrazine hydrate (1:1) → HCID 178426903, compound

HRID 521426Notes

Reaction equation

HRID 521426 reaction equation
O=[C:2]1[C:11]2[CH2:10][CH2:9][N:8]([C:12]([CH:14]3[C:16]([CH3:18])([CH3:17])[C:15]3([CH3:20])[CH3:19])=[O:13])[CH2:7][C:6]=2[NH:5][C:4]2[CH:21]=[CH:22][CH:23]=[C:24]([C:25]([O:27]C)=O)[C:3]1=2.O.[NH2:30][NH2:31]>>[CH3:18][C:16]1([CH3:17])[C:15]([CH3:20])([CH3:19])[CH:14]1[C:12]([N:8]1[CH2:7][C:6]2[NH:5][C:4]3[CH:21]=[CH:22][CH:23]=[C:24]4[C:25](=[O:27])[NH:30][N:31]=[C:2]([C:3]=34)[C:11]=2[CH2:10][CH2:9]1)=[O:13]

Participants

3

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 89669521HCID 89669521, compound

Product 1

HCID 178426903HCID 178426903, compound

Procedure

The target product was prepared from methyl 5-oxo-2-(2,2,3,3-tetramethylcyclopropanecarbonyl)-1,2,3,4,5,10-hexahydrobenzo[b][1,7]naphthyridine-6-carboxylate and hydrazine hydrate according to the same procedure described as in Example 16 (Step 4). 1H NMR (DMSO-d6) δ 11.8 (s, 1H), 10.6-10.65 (m, 1H), 7.62-7.67 (m, 1H), 7.47-7.48 (m, 1H), 7.24-7.31 (m, 1H), 4.36-4.41 (m, 2H), 3.70-3.76 (m, 2H), 2.29-2.33 (m, 2H), 1.03-1.23 (m, 12H). MS (ESI) m/e [M+1]+ 369.

Sources & evidence

ORD record
ord-e826f7373f494c9291cdf7ae1748021e
Source dataset
uspto-grants-2016_05
Patent number
US09328111B2

Reaction notes

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