m-Chloroperbenzoic acid → HCID 66651398, compound

HRID 339195Notes

Reaction equation

HRID 339195 reaction equation
C(OC([N:8]1[C:12]2[CH:13]=[C:14]([F:37])[CH:15]=[C:16]([S:17][C:18]3[CH:27]=[CH:26][C:25]4[C@H:24]([CH2:28][NH:29]C(OC(C)(C)C)=O)[CH2:23][CH2:22][CH2:21][C:20]=4[CH:19]=3)[C:11]=2[N:10]=[CH:9]1)=O)(C)(C)C.ClC1C=CC=C(C(OO)=O)C=1.C(OC(N1C2C=C(F)C=C(S(C3C=CC4C(CNC(OC(C)(C)C)=O)CCCC=4C=3)(=O)=O)C=2N=C1)=O)(C)(C)C>>[F:37][C:14]1[CH:15]=[C:16]([S:17][C:18]2[CH:19]=[C:20]3[C:25](=[CH:26][CH:27]=2)[CH:24]([CH2:28][NH2:29])[CH2:23][CH2:22][CH2:21]3)[C:11]2[N:10]=[CH:9][NH:8][C:12]=2[CH:13]=1

Participants

4

Reactant 3

HCID 70297m-Chloroperbenzoic acidHCID 59021732HCID 59021732, compoundHCID 66651729HCID 66651729, compound

Product 1

HCID 66651398HCID 66651398, compound

Procedure

(R)-4-[5-(tert-Butoxycarbonylamino-methyl)-5,6,7,8-tetrahydro-naphthalen-2-ylsulfanyl]-6-fluoro-benzoimidazole-1-carboxylic acid tert-butyl ester was treated with metachloroperbenzoic acid using the procedure of step 8 of Example 15. The resulting 4-[5-(tert-Butoxycarbonylamino-methyl)-5,6,7,8-tetrahydro-naphthalene-2-sulfonyl]-6-fluoro-benzoimidazole-1-carboxylic acid tert-butyl ester was deprotected following the procedure of step 10 of Example 15 to give C-[6-(6-Fluoro-1H-benzoimidazol-4-ylsulfanyl)-1,2,3,4-tetrahydro-naphthalen-1-yl]-methylamine, M+H=360.

Sources & evidence

ORD record
ord-19430f4639064834a6f1c3d1dd18cbae
Source dataset
uspto-grants-2014_11
Patent number
US08889906B2

Reaction notes

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