Pyrrolidine → HCID 86657870, compound

HRID 1898503Notes

Reaction equation

HRID 1898503 reaction equation
Cl.[CH3:2][C:3]1([C:8]#[N:9])[CH2:7][CH2:6][NH:5][CH2:4]1.[NH:10]1[CH2:14][CH2:13]CC1.[CH2:15]([N:17]1[CH:21]=[C:20]([C:22]2[N:27]=[C:26]3[C:28]([C:39]([OH:41])=O)=[CH:29][N:30](COCC[Si](C)(C)C)[C:25]3=[N:24][CH:23]=2)[CH:19]=[N:18]1)[CH3:16].C1(C2N=C3C([C:54](O)=[O:55])=CN(COCC[Si](C)(C)C)C3=NC=2)CC1>>[C:8]([C:3]1([CH3:2])[CH2:7][CH2:6][N:5]([C:54](=[O:55])[C@H:14]([NH:10][C:39]([C:28]2[C:26]3[C:25](=[N:24][CH:23]=[C:22]([C:20]4[CH:19]=[N:18][N:17]([CH2:15][CH3:16])[CH:21]=4)[N:27]=3)[NH:30][CH:29]=2)=[O:41])[CH3:13])[CH2:4]1)#[N:9]

Participants

5

Reactant 4

HCID 31268PyrrolidineHCID 575166013-Methylpyrrolidine-3-carbonitrile hydrochlorideHCID 578296532-cyclopropyl-5-((2-(trimethylsilyl)ethoxy)methyl)-5H-pyrrolo[2,3-b]pyrazine-7-carboxylic acidHCID 584385442-(1-ethyl-1H-pyrazol-4-yl)-5-((2-(trimethylsilyl)ethoxy)methyl)-5H-pyrrolo[3,2-b]pyrazine-7-carboxylic acid

Product 1

HCID 86657870HCID 86657870, compound

Procedure

Prepared according to the procedure outlined in Example 1 substituting 3-methylpyrrolidine-3-carbonitrile hydrochloride for pyrrolidine and 2-(1-ethyl-1H-pyrazol-4-yl)-5-((2-(trimethylsilyl)ethoxy)methyl)-5H-pyrrolo[3,2-b]pyrazine-7-carboxylic acid for 2-cyclopropyl-5-(2-trimethylsilanyl-ethoxymethyl)-5H-pyrrolo[2,3-b]pyrazine-7-carboxylic acid. MS: (M+H)+=463; mp=228.0-230.0.

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-2be879c5348247028b4216d1e438d43f
Source dataset
uspto-grants-2013_08
Patent number
US08518945B2

Reaction notes

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