Dimethylformamide → HCID 76035018, compound

HRID 84193Notes

Reaction equation

HRID 84193 reaction equation
NOC1[CH2:8][CH2:7][CH2:6][CH2:5]O1.C1CN([P+](ON2N=[N:33][C:28]3[CH:29]=[CH:30][CH:31]=[CH:32][C:27]2=3)(N2CCCC2)N2CCCC2)CC1.F[P-](F)(F)(F)(F)F.[C:42]1([S:48](Cl)(=[O:50])=[O:49])[CH:47]=[CH:46][CH:45]=[CH:44][CH:43]=1.[OH-].[K+].C(O)(C(F)(F)F)=[O:55].C[N:62]([CH:64]=[O:65])C>S(=O)(=O)(O)[O-].C([N+](CCCC)(CCCC)CCCC)CCC.CO.C(Cl)Cl.CCN(CC)CC>[C:42]1([S:48]([N:33]2[C:28]3[C:27](=[CH:32][CH:31]=[CH:30][CH:29]=3)[C:6]([CH:7]=[CH:8][C:64]([NH:62][OH:55])=[O:65])=[CH:5]2)(=[O:50])=[O:49])[CH:47]=[CH:46][CH:45]=[CH:44][CH:43]=1

Participants

11

Reactant 6

HCID 6228DimethylformamideHCID 6422Trifluoroacetic acidHCID 7369Benzenesulfonyl chlorideHCID 14797Potassium HydroxideHCID 2724699PyBOPHCID 5142091O-(Tetrahydropyran-2-yl)hydroxylamine

Product 1

HCID 76035018HCID 76035018, compound

Reagents, catalysts & solvents 4

HCID 94433Tetrabutylammonium hydrogen sulfateCatalystHCID 887MethanolSolventHCID 6344DichloromethaneSolventHCID 8471TriethylamineSolvent

Procedure

Compound 19 was synthesized via the route as shown in Scheme 4 above (reagents and conditions: a) NH2OTHP, PyBOP, NEt3, DMF; b) Benzenesulfonyl chloride, KOH, tetra-n-butylammonium bisulfate, CH2Cl2; c) TFA, MeOH).

Sources & evidence

ORD record
ord-82d0905237514c43835b88e5d1b74944
Source dataset
uspto-grants-2014_09
Patent number
US08846748B2

Reaction notes

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