p-(Trifluoromethoxy)phenyl isocyanate → HCID 67484036, compound

HRID 1633891Notes

Reaction equation

[F:1][C:2]([F:14])([F:13])[O:3][C:4]1[CH:9]=[CH:8][C:7]([N:10]=[C:11]=[O:12])=[CH:6][CH:5]=1.[C:15]([CH:19]1[CH2:24][CH2:23][CH:22]([NH:25][CH2:26][C:27]2[CH:44]=[CH:43][C:30]([C:31]([CH:33]([NH:37][CH2:38][CH2:39][C:40]([OH:42])=[O:41])[CH:34]3[CH2:36][CH2:35]3)=[O:32])=[CH:29][CH:28]=2)[CH2:21][CH2:20]1)([CH3:18])([CH3:17])[CH3:16]>ClCCl>[C:15]([CH:19]1[CH2:20][CH2:21][CH:22]([N:25]([CH2:26][C:27]2[CH:28]=[CH:29][C:30]([C:31]([CH:33]([NH:37][CH2:38][CH2:39][C:40]([OH:42])=[O:41])[CH:34]3[CH2:35][CH2:36]3)=[O:32])=[CH:43][CH:44]=2)[C:11]([NH:10][C:7]2[CH:6]=[CH:5][C:4]([O:3][C:2]([F:13])([F:14])[F:1])=[CH:9][CH:8]=2)=[O:12])[CH2:23][CH2:24]1)([CH3:18])([CH3:16])[CH3:17]

Participants

Conditions

Temperature: 25 °C

Procedure

200 μmol 4-trifluoromethoxyphenylisocyanate dissolved in 500 μL dichloromethane was added to the above resin bound 3-({4-[(4-tert-butylcyclohexylamino)methyl]benzoyl}-cyclo-propylmethyl)aminopropionic acid (50 mg). Shaking the mixture 5 hours at 25° C. followed by filtration and washing of the resin with 2×1 mL dichloromethane, 4×1 mL DMF, 2×1 mL H2O, 3×1 mL THF and 3×1 mL dichloromethane afforded the resin bound title compound.

Workup

additionwas added to the above resin
filtrationfollowed by filtration
washwashing of the resin with 2×1 mL dichloromethane, 4×1 mL DMF, 2×1 mL H2O, 3×1 mL THF and 3×1 mL dichloromethane
customafforded the resin

Sources & evidence

ORD record: ord-7bfe70cdf5104541908aaec9e850d65a
Source dataset: uspto-grants-2003_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06503949B1

Reaction notes

Loading…