Isobutyl chloroformate → HCID 123612444, compound

HRID 535602Notes

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:31])[O:26][CH2:27][CH:28]([CH3:30])[CH3:29]>>[CH3:29][CH:28]([CH3:30])[CH2:27][O:26][C:25](=[O:31])[NH: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:18]=[CH:19][C:20]([Cl:23])=[CH:21][CH:22]=2)[N:4]=1

Participants

Reactant 2

HCID 62365Isobutyl chloroformate

HCID 70976268HCID 70976268, compound

Product 1

HCID 123612444HCID 123612444, compound

Procedure

The product of Example 42 and 2-methylpropyl carbonochloridate were treated using a method similar to that described in Example 128 to give the title compound. 1H NMR (300 MHz, DMSO-d6) δ ppm 11.59-11.61 (bs, 1H), 8.32 (dd, J=7.8, 1.4 Hz, 1H), 8.10 (d, J=8.0 Hz, 1H), 7.96-8.02 (m, 1H), 7.88-7.94 (m, 1H), 7.65-7.75 (m, 1H), 7.36-7.45 (m, 4H), 4.50 (d, J=5.9 Hz, 2H), 3.77 (d, J=6.6 Hz, 2H), 3.67 (s, 2H), 1.73-1.89 (m, 1H), 0.67-0.68 (m, 6H); MS (ESI−) M/Z 441 (M−H)−.

Sources & evidence

ORD record: ord-20862ba91f154a6e8b9a7ce4ded8a706
Source dataset: uspto-grants-2014_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08859549B2

Reaction notes

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