Formic Acid → HCID 178445895, compound

HRID 1055116Notes

Reaction equation

HRID 1055116 reaction equation
[F:1][C:2]1[C:3]([NH:18][CH:19]([C:24]2([CH3:29])[CH2:28]CC[CH2:25]2)[CH2:20][C:21]([OH:23])=[O:22])=[N:4][C:5]([C:8]2[C:16]3[C:11](=[N:12][CH:13]=[C:14]([F:17])[CH:15]=3)[NH:10][N:9]=2)=[N:6][CH:7]=1.ClC1N=C(N[C@@H](C(C)(C)C)CC(OC)=O)C(F)=CN=1.C(O)=O>C(#N)C>[F:1][C:2]1[C:3]([NH:18][C@@H:19]([C:24]([CH3:29])([CH3:28])[CH3:25])[CH2:20][C:21]([OH:23])=[O:22])=[N:4][C:5]([C:8]2[C:16]3[C:11](=[N:12][CH:13]=[C:14]([F:17])[CH:15]=3)[NH:10][N:9]=2)=[N:6][CH:7]=1

Participants

5

Reactant 3

HCID 284Formic AcidHCID 86714731methyl (3R)-3-[(2-chloro-5-fluoropyrimidin-4-yl)amino]-4,4-dimethylpentanoateHCID 178427251HCID 178427251, compound

Product 1

HCID 178445895HCID 178445895, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

Compound 5 was synthesized in a manner similar to compound 12, starting with compound 6a: 1H NMR (400 MHz, d6-DMSO) δ 12.65 (s, 1H), 9.43 (s, 1H), 9.15 (s, 1H), 8.44 (d, J=4.7 Hz, 1H), 8.41-8.29 (m, 2H), 3.93 (s, 1H), 3.54 (s, 1H), 1.19 (d, J=20.0 Hz, 9H); LCMS Gradient 10-90%, 0.1% formic acid, 5 minutes, C18/ACN, Retention Time=2.70 min, (M+H) 393.32.

Sources & evidence

ORD record
ord-ac273acb949641e7a4d1b64710111d21
Source dataset
uspto-grants-2016_07
Patent number
US09394302B2

Reaction notes

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