HCID 57636788, compound → HCID 57636781, compound

HRID 2110954Notes

Reaction equation

HRID 2110954 reaction equation
[F:1][C:2]1[C:11]2[O:10][CH2:9][C@H:8]3[C@@H:12]([NH2:13])[C@H:7]3[C:6]=2[C:5]([F:14])=[CH:4][CH:3]=1.[F:15][C:16]1[CH:17]=[C:18]([CH:29]=[CH:30][CH:31]=1)[O:19][C:20]1[CH:21]=[CH:22][C:23]([N:26]=[C:27]=[S:28])=[N:24][CH:25]=1>C(#N)C>[F:1][C:2]1[C:11]2[O:10][CH2:9][C@H:8]3[C@@H:12]([NH:13][C:27]([NH:26][C:23]4[CH:22]=[CH:21][C:20]([O:19][C:18]5[CH:29]=[CH:30][CH:31]=[C:16]([F:15])[CH:17]=5)=[CH:25][N:24]=4)=[S:28])[C@H:7]3[C:6]=2[C:5]([F:14])=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 57636788HCID 57636788, compoundHCID 85951409HCID 85951409, compound

Product 1

HCID 57636781HCID 57636781, compoundYield 38.3%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

(1S,1aR,7bR)-4,7-difluoro-1,1a,2,7b-tetrahydrocyclopropa[c]chromen-1-amine (20 mg, 0.1 mmol) was dissolved in dry acetonitrile (1 ml) and 5-(3-fluorophenoxy)-2-isothiocyanatopyridine (25 mg, 0.1 mmol) was added and the reaction mixture was stirred at ambient temperature for 12 h. The precipitate formed was collected by filtration and washed with acetonitrile and diethyl ether to give 17 mg (38% yield) of pure product as beige powder.

Workup

  1. customThe precipitate formed
  2. filtrationwas collected by filtration
  3. washwashed with acetonitrile and diethyl ether

Sources & evidence

ORD record
ord-e4ebacb08ecc4565b7eb9648981420b0
Source dataset
uspto-grants-2009_04
Patent number
US07517992B2

Reaction notes

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