N-Methylethylamine → HCID 178464441, compound

HRID 2200806Notes

Reaction equation

[F:1][C:2]([F:7])([F:6])[C:3]([OH:5])=[O:4].[F:8][C:9]([F:14])([F:13])[C:10]([OH:12])=[O:11].[C:15]([CH2:17][C:18]1([N:44]2[CH:48]=[C:47]([C:49]3[C:50]4[CH:57]=[CH:56][NH:55][C:51]=4[N:52]=[CH:53][N:54]=3)[CH:46]=[N:45]2)[CH2:21][N:20]([C@@H:22]2[CH2:27][CH2:26][C@H:25]([O:28][C:29]3[N:34]=[C:33]([C:35]([F:38])([F:37])[F:36])[N:32]=[C:31]([C:39]([N:41]([CH3:43])[CH3:42])=[O:40])[CH:30]=3)[CH2:24][CH2:23]2)[CH2:19]1)#[N:16].[CH3:58]NCC>>[F:1][C:2]([F:7])([F:6])[C:3]([OH:5])=[O:4].[F:8][C:9]([F:14])([F:13])[C:10]([OH:12])=[O:11].[C:15]([CH2:17][C:18]1([N:44]2[CH:48]=[C:47]([C:49]3[C:50]4[CH:57]=[CH:56][NH:55][C:51]=4[N:52]=[CH:53][N:54]=3)[CH:46]=[N:45]2)[CH2:21][N:20]([C@@H:22]2[CH2:27][CH2:26][C@H:25]([O:28][C:29]3[N:34]=[C:33]([C:35]([F:38])([F:36])[F:37])[N:32]=[C:31]([C:39]([N:41]([CH2:43][CH3:58])[CH3:42])=[O:40])[CH:30]=3)[CH2:24][CH2:23]2)[CH2:19]1)#[N:16]

Participants

Reactant 2

HCID 12219N-Methylethylamine

HCID 178484485HCID 178484485, compound

Product 1

HCID 178464441HCID 178464441, compound

Procedure

This compound was prepared by a procedure similar to that of Example 46 using 6-[(cis-4-{3-(cyanomethyl)-3-[4-(7-{[2-(trimethylsilyl)ethoxy]methyl}-7H-pyrrolo[2,3-d]pyrimidin-4-yl)-1H-pyrazol-1-yl]azetidin-1-yl}cyclohexyl)oxy]-2-(trifluoromethyl)pyrimidine-4-carboxylic acid (20.00 mg, 0.02866 mmol) (Example 46, Step 4) and N-methylethylamine, (4.41 mg, 0.0747 mmol). 1H NMR (300 MHz, CD3OD) δ 9.15 (s, 1H), 8.92 (d, 1H), 8.61 (s, 1H), 7.85 (d, 1H), 7.31 (d, 1H), 7.17 (s, 1H), 5.52 (m, 1H), 5.11 (d, 2H), 4.83 (d, 2H), 3.75 (s, 2H), 3.64-3.47 (m, 3H), 3.08 and 3.00 (2 s, 3H), 2.30 (m, 2H), 2.03 (m, 2H), 1.91-1.58 (m, 4H), 1.24 (t, 3H). MS (ES): 609(M+1).

Sources & evidence

ORD record: ord-a1a58160a2d5460387530365a37ef2fb
Source dataset: uspto-grants-2016_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09359358B2

Reaction notes

Loading…