Chlorotrimethylsilane → HCID 86613447, compound
Reaction equation
Cl[C:2]1[N:11]=[C:10]2[C:5]([C:6](=[O:18])[C:7]([C:15]([OH:17])=[O:16])=[CH:8][N:9]2[CH:12]2[CH2:14][CH2:13]2)=[CH:4][C:3]=1[F:19].Cl.C([CH:24]([NH2:76])[C@H:25]1[O:29][C:28](=[O:30])[N:27]([C:31]2[CH:74]=[CH:73][C:34]([O:35][CH2:36][C:37]3([O:43][C:44](=[O:72])[CH:45]([NH:61][C:62]([O:64][CH2:65][C:66]4[CH:71]=[CH:70][CH:69]=[CH:68][CH:67]=4)=[O:63])[CH2:46][CH2:47][CH2:48][CH2:49][NH:50][C:51]([O:53][CH2:54][C:55]4[CH:60]=[CH:59][CH:58]=[CH:57][CH:56]=4)=[O:52])[CH2:42][CH2:41][NH:40][CH2:39][CH2:38]3)=[C:33]([F:75])[CH:32]=2)[CH2:26]1)(=O)C.C(N(CC)CC)C.C[Si](C)(C)Cl.CN1CC[CH2:92][C:91]1=[O:95]>>[C:91]([NH:76][CH2:24][C@@H:25]1[O:29][C:28](=[O:30])[N:27]([C:31]2[CH:74]=[CH:73][C:34]([O:35][CH2:36][C:37]3([O:43][C:44](=[O:72])[CH:45]([NH:61][C:62]([O:64][CH2:65][C:66]4[CH:71]=[CH:70][CH:69]=[CH:68][CH:67]=4)=[O:63])[CH2:46][CH2:47][CH2:48][CH2:49][NH:50][C:51]([O:53][CH2:54][C:55]4[CH:56]=[CH:57][CH:58]=[CH:59][CH:60]=4)=[O:52])[CH2:42][CH2:41][N:40]([C:2]4[N:11]=[C:10]5[C:5]([C:6](=[O:18])[C:7]([C:15]([OH:17])=[O:16])=[CH:8][N:9]5[CH:12]5[CH2:14][CH2:13]5)=[CH:4][C:3]=4[F:19])[CH2:39][CH2:38]3)=[C:33]([F:75])[CH:32]=2)[CH2:26]1)(=[O:95])[CH3:92]Participants
6
Procedure
In analogy to example 1 step 7, with 62 mg 7-chloro-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-[1,8]naphthyridine-3-carboxylic acid (MW: 282.66, 0.25 mmol), 178 mg 2,6-bis-benzyloxycarbonylamino-hexanoic acid 4-{4-[5-(55)-(acetyl-amino-methyl)-2-oxo-oxazolidin-3-yl]-2-fluoro-phenoxy-methyl}-piperidin-4-yl ester hydrochloride (MW: 814.31, 0.22 mmol), 90 mg triethylamine (MW: 101.19, 0.88 mmol) and 48 mg trimethylchlorsilan (MW: 108.64, 0.44 mmol) in 1 ml N-methyl-pyrrolidin-2-one. Yield: 94 mg, 42%. MS: 1025.3 (M+H)+, Method ESI+.
Sources & evidence
- ORD record
- ord-ee2094573f1d4cb784e90b6bbe1882a8
- Source dataset
- uspto-grants-2013_08
- Patent number
- US08501774B2
Reaction notes
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