2,2-difluorobutanoic Acid → HCID 90375183, compound

HRID 1507151Notes

Reaction equation

HRID 1507151 reaction equation
[NH2:1][CH2:2][C:3]1[CH:8]=[CH:7][N:6]=[C:5]([CH2:9][N:10]([CH2:18][C:19](=[O:28])[N:20]([CH2:23][CH2:24][N:25]([CH3:27])[CH3:26])[CH2:21][CH3:22])[C:11](=[O:17])[O:12][C:13]([CH3:16])([CH3:15])[CH3:14])[CH:4]=1.NCC1C=CN=C(CN(CCCCN(CC)CC)C(=O)OC(C)(C)C)C=1.[F:55][C:56]([F:62])([CH2:60][CH3:61])[C:57](O)=[O:58]>>[F:55][C:56]([F:62])([CH2:60][CH3:61])[C:57]([NH:1][CH2:2][C:3]1[CH:8]=[CH:7][N:6]=[C:5]([CH2:9][N:10]([CH2:18][C:19](=[O:28])[N:20]([CH2:23][CH2:24][N:25]([CH3:27])[CH3:26])[CH2:21][CH3:22])[C:11](=[O:17])[O:12][C:13]([CH3:15])([CH3:16])[CH3:14])[CH:4]=1)=[O:58]

Participants

4

Reactant 3

HCID 37114262,2-difluorobutanoic AcidHCID 90375092HCID 90375092, compoundHCID 117739546HCID 117739546, compound

Product 1

HCID 90375183HCID 90375183, compound

Procedure

By General Procedure Y from tert-butyl N-{[4-(aminomethyl)pyridin-2-yl]methyl}-N-({[2-(dimethylamino)ethyl](ethyl)carbamoyl}methyl)carbamate (prepared by synthetic route B (analogously to intermediate xii)) and 2,2-difluorobutanoic acid to get the title compound as colorless oil. 1H NMR (300 MHz, CDCl3) δ 8.48 (m, 1H), 7.27 (m, 1H), 7.07 (m, 2H), 4.55 (m, 4H), 4.10 (m, 2H), 3.33 (m, 5H), 2.26 (m, 14H), 1.43 (m, 9H), 1.13 (m, 9H).

Sources & evidence

ORD record
ord-676974ecf5f34fc69ff0bc19fb3d91ea
Source dataset
uspto-grants-2015_12
Patent number
US09221801B2

Reaction notes

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