Bromocyclopentane → HCID 58438605, compound

HRID 1898626Notes

Reaction equation

HRID 1898626 reaction equation
BrC1CCCC1.BrCC1CC1.[C:12]([CH:14]1[CH2:19][CH2:18][N:17]([C:20](=[O:46])[C@H:21]([NH:25][C:26]([C:28]2[C:36]3[C:31](=[N:32][CH:33]=[C:34](Br)[N:35]=3)[N:30](COCC[Si](C)(C)C)[CH:29]=2)=[O:27])[CH:22]2[CH2:24][CH2:23]2)[CH2:16][CH2:15]1)#[N:13].C([CH:49]1[CH2:54][CH2:53][N:52]([C:55]([C@H:57]([NH:62][C:63](C2C3N=C(Br)C=NC=3N(COCC[Si](C)(C)C)C=2)=O)C(C)(C)C)=O)[CH2:51][CH2:50]1)#N>>[C:12]([CH:14]1[CH2:19][CH2:18][N:17]([C:20](=[O:46])[C@H:21]([NH:25][C:26]([C:28]2[C:36]3[C:31](=[N:32][CH:33]=[C:34]([C:57]4[N:62]=[CH:63][N:52]([CH:51]5[CH2:50][CH2:49][CH2:54][CH2:53]5)[CH:55]=4)[N:35]=3)[NH:30][CH:29]=2)=[O:27])[CH:22]2[CH2:23][CH2:24]2)[CH2:16][CH2:15]1)#[N:13]

Participants

5

Reactant 4

HCID 8728BromocyclopentaneHCID 81503BromomethylcyclopropaneHCID 584385322-bromo-5-(2-trimethylsilanyl-ethoxymethyl)-5H-pyrrolo[2,3-]pyrazine-7-carboxylic acid [(R)-1-(4-cyano-piperidine-1-carbonyl)-2,2-dimethyl-propyl]-amideHCID 866578732-bromo-5-(2-trimethylsilanyl-ethoxymethyl)-5H-pyrrolo[2,3-b]pyrazine-7-carboxylic acid [(R)-2-(4-cyano-piperidin-1-yl)-1-cyclopropyl-2-oxo-ethyl]-amide

Product 1

HCID 58438605HCID 58438605, compound

Procedure

Prepared according to the procedure outlined in Example 131 substituting bromocyclopentane for (bromomethyl)cyclopropane in Step 1 and 2-bromo-5-(2-trimethylsilanyl-ethoxymethyl)-5H-pyrrolo[2,3-b]pyrazine-7-carboxylic acid [(R)-2-(4-cyano-piperidin-1-yl)-1-cyclopropyl-2-oxo-ethyl]-amide for 2-bromo-5-(2-trimethylsilanyl-ethoxymethyl)-5H-pyrrolo[2,3-]pyrazine-7-carboxylic acid [(R)-1-(4-cyano-piperidine-1-carbonyl)-2,2-dimethyl-propyl]-amide in Step 3. MS: (M+H)+=487.

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-495b5275a4c04ce69a8ceffed545ce8e
Source dataset
uspto-grants-2013_08
Patent number
US08518945B2

Reaction notes

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