HCID 118274919, compound → HCID 118274865, compound

HRID 1777835Notes

Reaction equation

HRID 1777835 reaction equation
[C:1]([O:5][C:6]([NH:8][C@H:9]([C:13]1[N:23]=[CH:22][C:21]([Cl:24])=[CH:20][C:14]=1[C:15]([O:17][CH2:18][CH3:19])=[O:16])[CH:10]([CH3:12])[CH3:11])=[O:7])([CH3:4])([CH3:3])[CH3:2].[CH2:25]([O:27]C(=O)CC(=O)C(NC(OC(C)(C)C)=O)C1CCOC1)C>>[CH2:18]([O:17][C:15](=[O:16])[C:14]1[CH:20]=[C:21]([Cl:24])[CH:22]=[N:23][C:13]=1[CH:9]([NH:8][C:6]([O:5][C:1]([CH3:4])([CH3:2])[CH3:3])=[O:7])[CH:10]1[CH2:11][CH2:25][O:27][CH2:12]1)[CH3:19]

Participants

3

Reactant 2

HCID 118274919HCID 118274919, compoundHCID 118274963ethyl (S)-2-(1-((tert-butoxycarbonyl)amino)-2-methylpropyl)-5-chloronicotinate

Product 1

HCID 118274865HCID 118274865, compound

Procedure

Procedure same as that for ethyl(S)-2-(1-((tert-butoxycarbonyl)amino)-2-methylpropyl)-5-chloronicotinate, using ethyl4-((tert-butoxycarbonyl)amino)-3-oxo-4-(tetrahydrofuran-3-yl)butanoate as a starting material. 1H NMR (CD3OD, 400 MHz): δ 8.73 (s, 1H), 8.24 (s, 1H), 5.66 (d, J=8.0 Hz, 1H), 4.61 (s, 1H), 4.45 (q, J=6.8 Hz, 2H), 3.92-3.86 (m, 1H), 3.82-3.56 (m, 3H), 2.82-2.86 (m, 1H), 1.95 (q, J=7.2 Hz, 1H), 1.74 (q, J=6.8 Hz, 1H), 1.44 (t, J=7.2 Hz, 3H), 1.40 (d, J=6.8 Hz, 9H).

Sources & evidence

ORD record
ord-a274ac7bfb934891bd03ca112e6bf250
Source dataset
uspto-grants-2016_02
Patent number
US09266886B2

Reaction notes

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