Diphenyl N-Cyanocarbonimidate → HCID 178512237, compound

HRID 2400364Notes

Reaction equation

HRID 2400364 reaction equation
[NH2:1][C:2]1[CH:3]=[CH:4][C:5]2[O:9][C:8]([CH2:10][N:11]3[CH2:15][CH2:14][CH2:13][CH2:12]3)=[N:7][C:6]=2[CH:16]=1.[CH:17]1[CH:22]=[CH:21][C:20]([O:23][C:24](OC2C=CC=CC=2)=[N:25][C:26]#[N:27])=[CH:19][CH:18]=1>C(O)(C)C>[C:26](/[N:25]=[C:24](\[O:23][C:20]1[CH:21]=[CH:22][CH:17]=[CH:18][CH:19]=1)/[NH:1][C:2]1[CH:3]=[CH:4][C:5]2[O:9][C:8]([CH2:10][N:11]3[CH2:12][CH2:13][CH2:14][CH2:15]3)=[N:7][C:6]=2[CH:16]=1)#[N:27]

Participants

4

Reactant 2

HCID 688090Diphenyl N-CyanocarbonimidateHCID 597669972-[(Pyrrolidin-1-yl)methyl]-1,3-benzoxazol-5-amine

Product 1

HCID 178512237HCID 178512237, compound

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

A solution of 5-amino-2-[(pyrrolidin-1-yl)methyl]benzoxazole (200 mg, 0.92 mmol) and diphenylcyanocarbonimidate (263 mg, 1.10 mmol) in isopropyl alcohol (3.5 mL) was stirred overnight at ambient temperature, the resulting white solid product, (Z)-phenyl N′-cyano-N-(2-(pyrrolidin-1-ylmethyl)benzo[d]oxazol-5-yl)carbamimidate, was filtered and used directly for the next step (290 mg, 87%).

Workup

  1. filtrationthe resulting white solid product, (Z)-phenyl N′-cyano-N-(2-(pyrrolidin-1-ylmethyl)benzo[d]oxazol-5-yl)carbamimidate, was filtered

Sources & evidence

ORD record
ord-7d4eaec39e234515a9745f231e9014d6
Source dataset
uspto-grants-2014_08
Patent number
US08796259B2

Reaction notes

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