methyl (1aRS,7bSR)-5-(2,2-dimethylpropionylamino)-1,1-difluoro-1,1a,2,7b-tetrahydro-cyclopropa[c]chromene-4-carboxylate → Methyl (1aRS,7bSR)-5-amino-1,1-difluoro-1,1a,2,7b-tetrahydrocyclopropa-[c]chromene-4-carboxylate

HRID 927948Notes

Reaction equation

HRID 927948 reaction equation
NC1C(C(OC)=O)=C2C(C3CC3CO2)=CC=1.CC(C)(C)C([NH:21][C:22]1[C:31]([C:32]([O:34][CH3:35])=[O:33])=[C:30]2[C:25]([CH:26]3[C:36]([F:38])([F:37])[CH:27]3[CH2:28][O:29]2)=[CH:24][CH:23]=1)=O>>[NH2:21][C:22]1[C:31]([C:32]([O:34][CH3:35])=[O:33])=[C:30]2[C:25]([CH:26]3[C:36]([F:38])([F:37])[CH:27]3[CH2:28][O:29]2)=[CH:24][CH:23]=1

Participants

3

Reactant 2

HCID 71006940methyl (1aRS,7bSR)-5-(2,2-dimethylpropionylamino)-1,1-difluoro-1,1a,2,7b-tetrahydro-cyclopropa[c]chromene-4-carboxylate2×HCID 86713293Methyl 5-amino-1,1a,2,7b-tetrahydrocyclopropa[c]chromene-4-carboxylate

Product 1

HCID 86713303Methyl (1aRS,7bSR)-5-amino-1,1-difluoro-1,1a,2,7b-tetrahydrocyclopropa-[c]chromene-4-carboxylate

Procedure

Prepared by proceeding in a similar manner to Intermediate 42, starting from methyl (1aRS,7bSR)-5-(2,2-dimethylpropionylamino)-1,1-difluoro-1,1a,2,7b-tetrahydro-cyclopropa[c]chromene-4-carboxylate (Intermediate 62) as an off white solid.

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-f2d31b1ec4904f54bbb06e11a5f0b302
Source dataset
uspto-grants-2016_03
Patent number
US09290472B2

Reaction notes

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