Cyclopentyl chloroformate → HCID 67390779, compound

HRID 1020367Notes

Reaction equation

HRID 1020367 reaction equation
[CH3:1][CH:2]1[CH2:7][CH2:6][CH2:5][N:4]([C:8]2[O:9][C:10]([C:17]([NH:19][C:20]3[CH:21]=[CH:22][C:23]([N:26]4[CH2:31][CH2:30][N:29]([CH2:32][C:33]5[CH:34]=C(C=CC=5)C(OC)=O)[C:28](=[O:43])C4)=[N:24][CH:25]=3)=[O:18])=[C:11]([C:13]([F:16])([F:15])[F:14])[N:12]=2)[CH2:3]1.N1(C2N=CC(NC(C3OC(N4CCCC(C)C4)=NC=3C(F)(F)F)=O)=CC=2)CCCNCC1.ClC([O:79][CH:80]1[CH2:84][CH2:83][CH2:82][CH2:81]1)=O>>[CH3:1][CH:2]1[CH2:7][CH2:6][CH2:5][N:4]([C:8]2[O:9][C:10]([C:17]([NH:19][C:20]3[CH:21]=[CH:22][C:23]([N:26]4[CH2:34][CH2:33][CH2:32][N:29]([C:28]([O:79][CH:80]5[CH2:84][CH2:83][CH2:82][CH2:81]5)=[O:43])[CH2:30][CH2:31]4)=[N:24][CH:25]=3)=[O:18])=[C:11]([C:13]([F:16])([F:15])[F:14])[N:12]=2)[CH2:3]1

Participants

4

Reactant 3

HCID 2735892Cyclopentyl chloroformateHCID 67391134HCID 67391134, compoundHCID 67414885HCID 67414885, compound

Product 1

HCID 67390779HCID 67390779, compound

Procedure

Compound 43 was prepared by the general procedure for compound 8, by using compound 39 and cyclopentyl chloroformate as starting materials. 1H NMR (500 MHz, CDCl3) δ 8.10 (br s, 1H), 7.90 (d, 1H, J=9 Hz), 7.50 (s, 1H), 6.50 (d, 1H, J=9 Hz), 5.10 (br s, 1H), 4.10 (t, 2H, J=14.5 Hz), 3.80 (m, 2H), 3.60 (m, 3H), 3.40 (t, 1H, J=6 Hz), 3.25 (t, 1H, J=6 Hz), 3.05 (t, 1H, J=13 Hz), 2.70 (t, 1H, J=13 Hz), 1.55-2.00 (m, 16H), 1.20 (q, 1H, J=12.5 Hz), 1.00 (d, 3H, J=7 Hz). MS (M+1): 565.

Sources & evidence

ORD record
ord-7f95a39fe8314fdc9afa6e99d5a0ae71
Source dataset
uspto-grants-2014_05
Patent number
US08716312B2

Reaction notes

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