HCID 117988125, compound → 2-(6-Amino-4-(trifluoromethyl)pyridin-3-yl)-4-(8-oxa-3-azabicyclo[3.2.1]octan-3-yl)pyrrolo[2,1-f][1,2,4]triazine-6-carboxylic acid

HRID 63802Notes

Reaction equation

HRID 63802 reaction equation
NC1N=CC(C2N=C(N3CCOCC3)C3=CC(C(O)=O)=CN3N=2)=C(C(F)(F)F)C=1.C[O:31][C:32]([C:34]1[CH:35]=[C:36]2[N:41]([CH:42]=1)[N:40]=[C:39]([C:43]1[CH:44]=[N:45][C:46]([NH:53]C(=O)C(C)(C)C)=[CH:47][C:48]=1[C:49]([F:52])([F:51])[F:50])[N:38]=[C:37]2[N:60]1[CH2:66][CH:65]2[O:67][CH:62]([CH2:63][CH2:64]2)[CH2:61]1)=[O:33]>>[NH2:53][C:46]1[N:45]=[CH:44][C:43]([C:39]2[N:38]=[C:37]([N:60]3[CH2:66][CH:65]4[O:67][CH:62]([CH2:63][CH2:64]4)[CH2:61]3)[C:36]3=[CH:35][C:34]([C:32]([OH:33])=[O:31])=[CH:42][N:41]3[N:40]=2)=[C:48]([C:49]([F:52])([F:51])[F:50])[CH:47]=1

Participants

3

Reactant 2

HCID 117988125HCID 117988125, compoundHCID 117997997HCID 117997997, compound

Product 1

HCID 1179882602-(6-Amino-4-(trifluoromethyl)pyridin-3-yl)-4-(8-oxa-3-azabicyclo[3.2.1]octan-3-yl)pyrrolo[2,1-f][1,2,4]triazine-6-carboxylic acid

Procedure

Compound 23b was prepared by the method which was identical with that for preparing compound 23a, wherein compound 22b (250 mg, 0.45 mmol) was used as the starting material. White solid (102 mg, 51.9%). m.p. 284-285° C. 1H NMR (300 MHz, DMSO-d6): δ 12.44 (br s, 1H), 8.36 (s, 1H), 8.11 (s, 1H), 7.30 (s, 1H), 6.82 (s, 3H), 4.47 (br s, 2H), 4.42 (br s, 2H), 3.32 (br s, 2H), 1.87-1.84 (m, 2H), 1.75-1.68 (m, 2H). LC-MS: 435 (M+1).

Sources & evidence

ORD record
ord-1bb3434ea7744ba4820bdaeb42e73c8f
Source dataset
uspto-grants-2016_09
Patent number
US09447101B2

Reaction notes

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