Pivaloyl chloride → HCID 70975828, compound

HRID 535526Notes

Reaction equation

[NH2:1][CH2:2][C:3]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[C:6](=[O:13])[N:5]([NH:14][C:15](=[O:24])[CH2:16][C:17]2[CH:22]=[CH:21][C:20]([Cl:23])=[CH:19][CH:18]=2)[N:4]=1.[C:25](Cl)(=[O:30])[C:26]([CH3:29])([CH3:28])[CH3:27]>>[Cl:23][C:20]1[CH:19]=[CH:18][C:17]([CH2:16][C:15]([NH:14][N:5]2[C:6](=[O:13])[C:7]3[C:12](=[CH:11][CH:10]=[CH:9][CH:8]=3)[C:3]([CH2:2][NH:1][C:25](=[O:30])[C:26]([CH3:29])([CH3:28])[CH3:27])=[N:4]2)=[O:24])=[CH:22][CH:21]=1

Participants

Reactant 2

HCID 62493Pivaloyl chloride

HCID 70976268HCID 70976268, compound

Product 1

HCID 70975828HCID 70975828, compound

Procedure

The product from Example 42 and pivaloyl chloride were processed using a method similar to that described in Example 4C to afford the title compound. 1H NMR (300 MHz, CDCl3) δ ppm 8.45 (d, J=7.8 Hz, 1H), 8.23-8.26 (bs, 1H), 7.73-7.96 (m, 3H), 7.29-7.51 (m, 4H), 6.45-6.47 (m, 1H), 4.74-4.77 (m, 2H), 3.80-3.82 (m, 2H), 1.21 (s, 9H); MS (ESI−) M/Z 425 (M−H)−.

Sources & evidence

ORD record: ord-2bf66510c98f4aa08851ca7ac92a3ac4
Source dataset: uspto-grants-2014_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08859549B2

Reaction notes

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