Pivaloyl chloride → HCID 136242920, compound

HRID 1775219Notes

Reaction equation

HRID 1775219 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([C:16]([O:18]C)=O)[C:5]2[C:6]3[C:14](=O)[CH2:13][NH:12][CH2:11][C:7]=3[NH:8][C:9]=2[CH:10]=1.[C:20](Cl)(=[O:25])[C:21]([CH3:24])([CH3:23])[CH3:22].C1(C(N2CC3NC4C=CC=C5C(=O)[NH:46][N:47]=C(C=3C=45)C2)=O)CC1>>[F:1][C:2]1[CH:3]=[C:4]2[C:16](=[O:18])[NH:46][N:47]=[C:14]3[C:6]4[C:5]2=[C:9]([NH:8][C:7]=4[CH2:11][N:12]([C:20](=[O:25])[C:21]([CH3:24])([CH3:23])[CH3:22])[CH2:13]3)[CH:10]=1

Participants

4

Reactant 3

HCID 62493Pivaloyl chlorideHCID 89657628HCID 89657628, compoundHCID 136242917HCID 136242917, compound

Product 1

HCID 136242920HCID 136242920, compound

Procedure

Compound 52 was prepared from methyl 7-fluoro-4-oxo-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole-5-carboxylate and pivaloyl chloride according to the procedures similar to those for Compound 47. 1H NMR (DMSO-d6) δ 11.9 (s, 1H), 10.2 (s, 1H), 7.45 (dd, 1H, J=2.4, 9.6 Hz), 7.22 (dd, 1H, J=2.4, 10.2 Hz), 4.92 (s, 2H), 4.42 (s, 2H), and 1.24 (s, 9H). MS (ESI) m/e [M+1]+ 329.

Sources & evidence

ORD record
ord-adf530b9204747cbbbf4008024ed71ce
Source dataset
uspto-grants-2016_02
Patent number
US09260440B2

Reaction notes

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