Isopropyl isocyanate → HCID 90014407, compound

HRID 930967Notes

Reaction equation

HRID 930967 reaction equation
[NH2:1][CH2:2][CH:3]1[CH2:8][CH2:7][C:6]2[C:9]3[C:14]([NH:15][C:16]4[CH:25]=[CH:24][C:19]5[NH:20][C:21](=[O:23])[S:22][C:18]=5[CH:17]=4)=[N:13][CH:12]=[N:11][C:10]=3[S:26][C:5]=2[CH2:4]1.[N:27]([CH:30]([CH3:32])[CH3:31])=[C:28]=[O:29]>CN(C)C=O>[O:23]=[C:21]1[NH:20][C:19]2[CH:24]=[CH:25][C:16]([NH:15][C:14]3[C:9]4[C:6]5[CH2:7][CH2:8][CH:3]([CH2:2][NH:1][C:28]([NH:27][CH:30]([CH3:32])[CH3:31])=[O:29])[CH2:4][C:5]=5[S:26][C:10]=4[N:11]=[CH:12][N:13]=3)=[CH:17][C:18]=2[S:22]1

Participants

4

Reactant 2

HCID 61277Isopropyl isocyanateHCID 90014477HCID 90014477, compound

Product 1

HCID 90014407HCID 90014407, compoundYield 56%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A mixture comprising 75 mg (196 μmol) (RS)-6-{[7-(aminomethyl)-5,6,7,8-tetrahydro[1]benzothieno[2,3-d]pyrimidin-4-yl]amino}-1,3-benzothiazol-2(3H)-one (prepared according to example 20), 6 mL N,N-dimethylforamide and 19.2 μL 2-isocyanatopropane was stirred at 23° C. overnight. The solvent was removed and the residue purified by chromatography to give 54 mg (56%) of the title compound.

Workup

  1. customThe solvent was removed
  2. customthe residue purified by chromatography

Sources & evidence

ORD record
ord-64113a7c6d0f438eaa0a3b4d9d0ce915
Source dataset
uspto-grants-2016_03
Patent number
US09296757B2

Reaction notes

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