4-Chlorophenyl Isocyanate → HCID 118519593, compound

HRID 1050214Notes

Reaction equation

HRID 1050214 reaction equation
[NH2:1][CH2:2][C@H:3]1[C@H:11]2[N:6]([C:7]3[CH:15]=[CH:14][C:13]([N:16]4[CH2:21][CH2:20][O:19][CH2:18][C:17]4=[O:22])=[CH:12][C:8]=3[O:9][CH2:10]2)[C:5](=[O:23])[O:4]1.[Cl:24][C:25]1[CH:30]=[CH:29][C:28]([N:31]=[C:32]=[O:33])=[CH:27][CH:26]=1>C(Cl)Cl>[Cl:24][C:25]1[CH:30]=[CH:29][C:28]([NH:31][C:32]([NH:1][CH2:2][C@H:3]2[C@H:11]3[N:6]([C:7]4[CH:15]=[CH:14][C:13]([N:16]5[CH2:21][CH2:20][O:19][CH2:18][C:17]5=[O:22])=[CH:12][C:8]=4[O:9][CH2:10]3)[C:5](=[O:23])[O:4]2)=[O:33])=[CH:27][CH:26]=1

Participants

4

Reactant 2

HCID 76934-Chlorophenyl IsocyanateHCID 90295505HCID 90295505, compound

Product 1

HCID 118519593HCID 118519593, compoundYield 84.4%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Using compound (3S,3 aS)-3-aminomethyl-7-(3-oxomorpholin-4-yl)-3a,4-dihydrobenzo[b]oxazolo[3,4-d][1,4]oxazin-1(3H)-one (the product of step (e) in Example 1) (60 mg, 0.188 mmol), p-chlorophenylisocyanate (35 mg, 0.225 mmol), and TEA (28 mg, 0.282 mmol) as starting materials, DCM as solvent, preparation following the method as described in Example 21 afforded white compound 75 mg, yield 84.4%.

Workup

  1. custompreparation

Sources & evidence

ORD record
ord-db4699485c3c4138bec2449bdf618591
Source dataset
uspto-grants-2016_07
Patent number
US09382265B2

Reaction notes

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