Phenyl isocyanate → HCID 69015051, compound

HRID 541616Notes

Reaction equation

[F:1][C:2]([F:7])([F:6])[C:3]([OH:5])=[O:4].FC(F)(F)C(O)=O.[NH2:15][CH2:16][CH2:17][C:18]([NH:20][C:21]1[CH:22]=[CH:23][C:24]2[NH:25][C:26]3[N:42]=[C:30]([NH:31][C:32]4[CH:33]=[CH:34][CH:35]=[C:36]([CH:41]=4)[CH2:37][CH2:38][C:39]=1[CH:40]=2)[N:29]=[CH:28][C:27]=3[Cl:43])=[O:19].[C:44]1([N:50]=[C:51]=[O:52])[CH:49]=[CH:48][CH:47]=[CH:46][CH:45]=1>>[F:1][C:2]([F:7])([F:6])[C:3]([OH:5])=[O:4].[NH:50]([C:51]([NH:15][CH2:16][CH2:17][C:18]([NH:20][C:21]1[CH:22]=[CH:23][C:24]2[NH:25][C:26]3[N:42]=[C:30]([NH:31][C:32]4[CH:33]=[CH:34][CH:35]=[C:36]([CH:41]=4)[CH2:37][CH2:38][C:39]=1[CH:40]=2)[N:29]=[CH:28][C:27]=3[Cl:43])=[O:19])=[O:52])[C:44]1[CH:49]=[CH:48][CH:47]=[CH:46][CH:45]=1

Participants

Reactant 2

HCID 7672Phenyl isocyanate

HCID 86636144HCID 86636144, compound

Product 1

HCID 69015051HCID 69015051, compoundYield 35%

Procedure

The desired compound was prepared according to the procedure of Example A9, step H using 3-amino-N-[6-chloro-2,4,8,22-tetraazatetracyclo[14.3.1.1(3,7).1(9,13)]docosa-1(20),3(22),4,6,9(21),10,12,16,18-nonaen-12-yl]propanamide bis(trifluoroacetate) and phenyl isocyanate as starting materials in 35% yield. LCMS for C28H27ClN7O2 (M+H)+: m/z=528.2.

Sources & evidence

ORD record: ord-17e4989b3abd4faa9aa9339a7f258935
Source dataset: uspto-grants-2014_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08871753B2

Reaction notes

Loading…