Trifluoroacetic acid → HCID 67005712, compound

HRID 562797Notes

Reaction equation

HRID 562797 reaction equation
F[C:2](F)(F)[C:3]([OH:5])=O.Cl[C:9]1[O:10][C:11]2[CH:17]=[CH:16][CH:15]=[CH:14][C:12]=2[N:13]=1.CN1CC[CH2:21][C:20]1=O.FC1C=CC=C(F)C=1C([NH:30][C:31]1[CH:36]=[CH:35][CH:34]=[C:33]([C:37]2[N:38]=[C:39]3[N:43]([C:44]=2[C:45]2[CH:50]=[CH:49][N:48]=[C:47]([NH:51][C:52]4[CH:57]=[CH:56][C:55]([N:58]5CCN(CCCOC)[CH2:60][CH2:59]5)=[CH:54][CH:53]=4)[N:46]=2)[CH:42]=[CH:41][S:40]3)[CH:32]=1)=O>CC(O)C>[N:58]1([C:55]2[CH:54]=[CH:53][C:52]([NH:51][C:47]3[N:46]=[C:45]([C:44]4[N:43]5[C:39]([S:40][CH:41]=[CH:42]5)=[N:38][C:37]=4[C:33]4[CH:34]=[CH:35][CH:36]=[C:31]([NH:30][C:9]5[O:10][C:11]([C:17]6[CH:16]=[CH:15][CH:14]=[CH:21][CH:20]=6)=[CH:12][N:13]=5)[CH:32]=4)[CH:50]=[CH:49][N:48]=3)=[CH:57][CH:56]=2)[CH2:2][CH2:3][O:5][CH2:60][CH2:59]1

Participants

6

Reactant 4

HCID 6422Trifluoroacetic acidHCID 119862-ChlorobenzoxazoleHCID 13387N-methyl-2-pyrrolidoneHCID 67005865HCID 67005865, compound

Product 1

HCID 67005712HCID 67005712, compound

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

The title compound was prepared as a trifluoracetic acid salt described in EXAMPLE 142 substituting EXAMPLE 193B for 2-chlorobenzo[d]oxazole, N-methyl-2-pyrrolidinone for 2-propanol and microwave heating in a Biotage Initiator 2 monomode microwave reactor at 210° C. for 1 hour instead of 80° C. for 18 hours. MS (ESI(+)) m/e 613 (M+H)+; 1H-NMR (300 MHz, DMSO-d6) □ 10.52 (s, 1H), 9.605 (s, 1H), 8.78 (br s, 1H), 8.22 (d, 1H), 7.95 (m, 1H), 7.73 (m, 1H), 7.59-7.40 (m, 9H), 7.27 (m, 1H), 7.18 (d, 1H), 7.00 (d, 1H), 6.59 (d, 1H), 3.76 (m, 4H), 3.11 (m, 4H).

Sources & evidence

ORD record
ord-5bc42ee10fd748089a6e257766e165f5
Source dataset
uspto-grants-2011_11
Patent number
US08067409B2

Reaction notes

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