Trifluoroacetic acid → HCID 117728012, compound

HRID 1772695Notes

Reaction equation

HRID 1772695 reaction equation
[O:1]1[CH2:6][CH2:5][N:4]([C:7]2[C:8]3[N:9]([CH:32]=[C:33]([CH2:35][O:36][C:37]4[CH:46]=[CH:45][C:44]5[C:39](=[CH:40][CH:41]=[CH:42][CH:43]=5)[N:38]=4)[N:34]=3)[C:10]([C:13]3[CH:14]=[CH:15][C:16]([CH:19]4[CH2:24][CH2:23][N:22](C(OC(C)(C)C)=O)[CH2:21][CH2:20]4)=[N:17][CH:18]=3)=[CH:11][N:12]=2)[CH2:3][CH2:2]1.[C:47]([OH:53])([C:49]([F:52])([F:51])[F:50])=[O:48]>>[F:50][C:49]([F:52])([F:51])[C:47]([OH:53])=[O:48].[NH:22]1[CH2:21][CH2:20][CH:19]([C:16]2[N:17]=[CH:18][C:13]([C:10]3[N:9]4[CH:32]=[C:33]([CH2:35][O:36][C:37]5[CH:46]=[CH:45][C:44]6[C:39](=[CH:40][CH:41]=[CH:42][CH:43]=6)[N:38]=5)[N:34]=[C:8]4[C:7]([N:4]4[CH2:5][CH2:6][O:1][CH2:2][CH2:3]4)=[N:12][CH:11]=3)=[CH:14][CH:15]=2)[CH2:24][CH2:23]1

Participants

3

Reactant 2

HCID 6422Trifluoroacetic acidHCID 117732288HCID 117732288, compound

Product 1

HCID 117728012HCID 117728012, compound

Procedure

Compound 49c was deprotected using TFA using the methods described in the Example 48, Step B to obtain the title compound. 1H-NMR (400 MHz, CDCl3) δ (ppm): 1.99-2.14 (m, 6H), 2.20-2.32 (m, 4H), 3.02-3.20 (m, 3H), 3.56-3.67 (m, 2H), 3.85-3.95 (m, 4H), 4.32-4.45 (m, 4H), 5.68 (s, 2H), 6.95 (d, J=8.8 Hz, 1H), 7.33-7.45 (m, 3H), 7.63 (td, J=7.7, 1.5 Hz, 1H), 7.69-7.75 (m, 1H), 7.76 (s, 1H), 7.83 (d, J=8.6 Hz, 1H), 7.89 (dd, J=8.1, 2.2 Hz, 1H), 8.00 (d, J=8.8 Hz, 1H), 8.70-8.79 (m, 1H), 9.34 (br. s., 1H), 9.79 (br. s., 1H). Mass Spectrum (LCMS, ESI pos.) Calcd. for C30H31N7O2: 522.2 [M+H]. found 522.2.

Sources & evidence

ORD record
ord-0c770ac8ca8f4421b9db8cb905ecf426
Source dataset
uspto-grants-2016_02
Patent number
US09249163B2

Reaction notes

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