Isopropyl chloroformate → HCID 85471525, compound

HRID 713694Notes

Reaction equation

HRID 713694 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]2[NH:10][C:9]([C:11]3[CH:12]=[C:13]([NH:18][C:19]([C:21]4[O:22][C:23]([F:26])=[CH:24][CH:25]=4)=[O:20])[CH:14]=[CH:15][C:16]=3[Cl:17])=[N:8][C:5]2=[N:6][CH:7]=1.Cl[C:28]([O:30][CH:31]([CH3:33])[CH3:32])=[O:29].ClC([O-])=O>N1C=CC=CC=1>[CH:31]([O:30][C:28](=[O:29])[NH:1][C:2]1[CH:3]=[C:4]2[NH:10][C:9]([C:11]3[CH:12]=[C:13]([NH:18][C:19]([C:21]4[O:22][C:23]([F:26])=[CH:24][CH:25]=4)=[O:20])[CH:14]=[CH:15][C:16]=3[Cl:17])=[N:8][C:5]2=[N:6][CH:7]=1)([CH3:33])[CH3:32]

Participants

5

Reactant 3

HCID 7917Isopropyl chloroformateHCID 21226386CarbonochloridateHCID 90410680HCID 90410680, compound

Product 1

HCID 85471525HCID 85471525, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

The 6-amino imidazopyridine 1-9 (900 mg) was placed in pyridine at 0° C. and isopropyl chloroformate (1M in toluene, 1 eq) was added dropwise. Batches of 100 μl of chloroformate were added until no starting material was detected by LC-MS. The pyridine was evaporated and the residue was purified by ISCO (gradient AcOEt/Hexane) to yield the desired product as an off white powder (360 mg).

Workup

  1. customThe pyridine was evaporated
  2. customthe residue was purified by ISCO (gradient AcOEt/Hexane)

Sources & evidence

ORD record
ord-2ca50b385cc049239b9fbd60fc381a48
Source dataset
uspto-grants-2015_11
Patent number
US09186361B2

Reaction notes

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