Cyclopentyl chloroformate → HCID 123267304, compound

HRID 535603Notes

Reaction equation

HRID 535603 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:32])[O:26][CH:27]1[CH2:31][CH2:30][CH2:29][CH2:28]1>>[CH:27]1([O:26][C:25](=[O:32])[NH:1][CH2:2][C:3]2[C:12]3[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=3)[C:6](=[O:13])[N:5]([NH:14][C:15](=[O:24])[CH2:16][C:17]3[CH:18]=[CH:19][C:20]([Cl:23])=[CH:21][CH:22]=3)[N:4]=2)[CH2:31][CH2:30][CH2:29][CH2:28]1

Participants

3

Reactant 2

HCID 2735892Cyclopentyl chloroformateHCID 70976268HCID 70976268, compound

Product 1

HCID 123267304HCID 123267304, compound

Procedure

The product of Example 42 and cyclopentyl 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 11.60-11.62 (bs, 1H), 8.32 (d, J=7.8 Hz, 1H), 8.10 (d, J=8.0 Hz, 1H), 7.88-8.03 (m, 2H), 7.58-7.64 (m, 1H), 7.23-7.45 (m, 4H), 4.95-5.01 (bs, 1H), 4.47-4.50 (m, 2H), 3.67-3.68 (bs, 2H), 1.76-1.81 (m, 2H), 1.50-1.69 (m, 6H); MS (ESI+) M/Z 455 (M+H)+.

Sources & evidence

ORD record
ord-cb1bce0bb57e46fcbfda5b9a9b3a49f9
Source dataset
uspto-grants-2014_10
Patent number
US08859549B2

Reaction notes

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