Benzyl chloroformate → HCID 123534900, compound

HRID 535604Notes

Reaction equation

HRID 535604 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:34])[O:26][CH2:27][C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1>>[CH2:27]([O:26][C:25](=[O:34])[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)[C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1

Participants

3

Reactant 2

HCID 10387Benzyl chloroformateHCID 70976268HCID 70976268, compound

Product 1

HCID 123534900HCID 123534900, compound

Procedure

The product of Example 42 and benzyl 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 11.50-11.71 (m, 1H), 8.32 (dd, J=7.6, 1.5 Hz, 1H), 8.08-8.11 (m, 1H), 7.88-8.01 (m, 3H), 7.28-7.48 (m, 9H), 5.06-5.07 (bs, 2H), 4.54 (d, J=5.9 Hz, 2H), 3.68 (s, 2H); MS (ESI+) M/Z 494 (M+NH4)+.

Sources & evidence

ORD record
ord-8dddd2fdd2f74ddb834c11841c0c1c14
Source dataset
uspto-grants-2014_10
Patent number
US08859549B2

Reaction notes

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