2-Methoxyethylamine → HCID 178496005, compound

HRID 2200807Notes

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](C)[CH3:42])=[O:40])[CH:30]=3)[CH2:24][CH2:23]2)[CH2:19]1)#[N:16].[CH3:58][O:59][CH2:60]CN>>[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)[CH2:19][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:37])([F:36])[F:38])[N:32]=[C:31]([C:39]([NH:41][CH2:42][CH2:58][O:59][CH3:60])=[O:40])[CH:30]=3)[CH2:24][CH2:23]2)[CH2:21]1)#[N:16]

Participants

Reactant 2

HCID 80182-Methoxyethylamine

HCID 178484485HCID 178484485, compound

Product 1

HCID 178496005HCID 178496005, 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 2-methoxyethylamine (4.98 μL, 0.0573 mmol). 1H NMR (300 MHz, CD3OD) δ 9.09 (s, 1H), 8.88 (s, 1H), 8.79 (brs, 1H), 8.59 (s, 1H), 7.79 (d, 1H), 7.58 (s, 1H), 7.25 (d, 1H), 5.53 (m, 1H), 5.10 (d, 2H), 4.82 (d, 2H), 3.73 (s, 2H), 3.65-3.45 (m, 5H), 3.37 (d, 3H), 2.31 (m 2H), 2.04 (m, 2H), 1.90-1.55 (m, 4H). MS (ES): 625(M+1).

Sources & evidence

ORD record: ord-ce44c4fe60b7417898ef534e390be38b
Source dataset: uspto-grants-2016_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09359358B2

Reaction notes

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