Trifluoroacetic acid → HCID 66970600, compound

HRID 1363132Notes

Reaction equation

[C:1](O)(C(F)(F)F)=O.[O:8]1[C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[C@H:11]([NH:18][C:19]2[C:24]([N+:25]([O-])=O)=[CH:23][N:22]=[C:21]([NH:28][C:29]3[CH:34]=[C:33]([F:35])[CH:32]=[CH:31][C:30]=3[NH:36][C:37](=O)OC(C)(C)C)[N:20]=2)[CH2:10][CH2:9]1>>[O:8]1[C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[C@H:11]([N:18]2[CH:1]=[N:25][C:24]3[C:19]2=[N:20][C:21]([N:28]2[C:29]4[CH:34]=[C:33]([F:35])[CH:32]=[CH:31][C:30]=4[N:36]=[CH:37]2)=[N:22][CH:23]=3)[CH2:10][CH2:9]1

Participants

Reactant 2

HCID 6422Trifluoroacetic acid

HCID 66970854HCID 66970854, compound

Product 1

HCID 66970600HCID 66970600, compound

Procedure

The title compound as a TFA salt was synthesized from (R)-tert-butyl 2-(4-(chroman-4-ylamino)-5-nitropyrimidin-2-ylamino)-4-fluorophenylcarbamate via the procedure described in Example 15. 1H NMR (300 MHz, CDCl3): δ 9.15 (s, 2H), 8.27 (dd, 1H), 7.89 (s, 1H), 7.78 (dd, 1H), 7.32 (td, 1H), 7.32 (td, 1H), 7.13 (td, 1H), 7.1-6.9 (m, 3H), 6.00 (t, 1H), 4.4-4.3 (m, 2H), 4.2-4.1 (m, 2H), 2.7-2.5 (m, 2H). 19F NMR: δ −116.4.

Sources & evidence

ORD record: ord-ced96fafee094b09a5f23690d667324c
Source dataset: uspto-grants-2011_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07884109B2

Reaction notes

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