Cycloheptyl isocyanate → HCID 52951865, compound

HRID 508611Notes

Reaction equation

[CH:1]1([N:8]=[C:9]=[O:10])[CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[C:11]1([C:17]2[N:21]([C:22]3[CH:27]=[CH:26][C:25]([S:28]([NH2:31])(=[O:30])=[O:29])=[CH:24][CH:23]=3)[N:20]=[C:19](NC(NC3C=CC=C(C(F)(F)F)C=3)=O)[CH:18]=2)[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1>>[CH:1]1([NH:8][C:9](=[O:10])[NH:8][CH2:1][CH2:2][CH2:3][C:19]2[CH:18]=[C:17]([C:11]3[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=3)[N:21]([C:22]3[CH:23]=[CH:24][C:25]([S:28]([NH2:31])(=[O:30])=[O:29])=[CH:26][CH:27]=3)[N:20]=2)[CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

Reactant 2

HCID 3356886Cycloheptyl isocyanate

HCID 52951272HCID 52951272, compound

Product 1

HCID 52951865HCID 52951865, compoundYield 91%

Procedure

The titled compound was prepared in 91% yield from cycloheptyl isocyanate using the procedure detailed for compound 7. mp 164.2-169.8° C. 1H NMR (300 MHz, DMSO-d6): δ 7.79 (d, J=9 Hz, 2H), 7.47-7.36 (m, 7H), 7.29-7.22 (m, 2H), 6.55 (s, 1H), 5.82-5.70 (m, 2H), 3.63-3.49 (m, 1H), 3.13-3.02 (m, 2H), 2.63 (t, J=8 Hz, 2H), 1.84-1.66 (m, 4H), 1.60-1.27 (m, 10H). MS (ESI) m/z: 496.24 (M+H+).

Sources & evidence

ORD record: ord-14e989df4be94f1f911fbb8447aba18a
Source dataset: uspto-grants-2015_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09096532B2

Reaction notes

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