Ethyl chloroformate → HCID 123725957, compound

HRID 535524Notes

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:29])[O:26][CH2:27][CH3:28]>>[CH2:27]([O:26][C:25](=[O:29])[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)[CH3:28]

Participants

Reactant 2

HCID 10928Ethyl chloroformate

HCID 70976268HCID 70976268, compound

Product 1

HCID 123725957HCID 123725957, compound

Procedure

The product from Example 42 and ethyl carbonochloridate 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), 8.14-8.16 (bs, 1H), 7.73-7.97 (m, 3H), 7.30-7.50 (m, 4H), 5.38-5.49 (bs, 1H), 4.69 (d, J=5.4 Hz, 2H), 4.18 (q, J=7.1 Hz, 2H), 3.80-3.82 (m, 2H), 1.27 (t, J=6.2 Hz, 3H); MS (ESI−) M/Z 413 (M−H)−.

Sources & evidence

ORD record: ord-f0b192369ed04d81a12ffe5ad273bb64
Source dataset: uspto-grants-2014_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08859549B2

Reaction notes

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