Trifluoroacetic acid → 8-Iodo-4-thiophen-2-yl-1,3-dihydro-benzo[b][1,4]diazepin-2-one

HRID 859495Notes

Reaction equation

HRID 859495 reaction equation
C(OC(=O)[NH:7][C:8]1[CH:13]=[CH:12][C:11]([I:14])=[CH:10][C:9]=1[NH2:15])(C)(C)C.CC1(C)O[C:22](=[O:24])[CH:21]=[C:20]([C:25]2[S:26][CH:27]=[CH:28][CH:29]=2)O1.C(O)(C(F)(F)F)=O>C(Cl)Cl>[I:14][C:11]1[CH:12]=[CH:13][C:8]2[N:7]=[C:20]([C:25]3[S:26][CH:27]=[CH:28][CH:29]=3)[CH2:21][C:22](=[O:24])[NH:15][C:9]=2[CH:10]=1

Participants

5

Reactant 3

HCID 6422Trifluoroacetic acidHCID 222247082,2-Dimethyl-6-thiophen-2-yl-[1,3]dioxin-4-oneHCID 69592774(2-Amino-4-iodo-phenyl)-carbamic acid tert-butyl ester

Product 1

HCID 222249698-Iodo-4-thiophen-2-yl-1,3-dihydro-benzo[b][1,4]diazepin-2-one

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Prepared from (2-amino-4-iodo-phenyl)-carbamic acid tert.-butyl ester (Example G1) and 2,2-dimethyl-6-thiophen-2-yl-[1,3]dioxin-4-one (Example J1) according to the general procedure K. The obtained material was deprotected and cyclized by treatment with TFA in CH2Cl2 according to the general procedure M. Obtained as a yellow solid (30 mg).

Sources & evidence

ORD record
ord-cbb3587cbbc84bc3956e7dd953aeb60b
Source dataset
uspto-grants-2006_12
Patent number
US07151098B2

Reaction notes

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