Pyrrolidine → HCID 58438589, compound

HRID 1898562Notes

Reaction equation

HRID 1898562 reaction equation
Cl.[F:2][C:3]1([F:9])[CH2:8][CH2:7][NH:6][CH2:5][CH2:4]1.N1CCCC1.CC(O[C:20]([NH:22][C@@H:23]([C:27]([OH:29])=O)[CH:24]1[CH2:26][CH2:25]1)=[O:21])(C)C.C(N[C@@H](C(O)=O)C(C)(C)C)(OC(C)(C)C)=O.[CH2:46]([N:48]1[CH:52]=[C:51]([C:53]2[N:58]=[C:57]3[C:59](C(O)=O)=[CH:60][N:61](COCC[Si](C)(C)C)[C:56]3=[N:55][CH:54]=2)[CH:50]=[N:49]1)[CH3:47].C1(C2N=C3C(C(O)=O)=CN(COCC[Si](C)(C)C)C3=NC=2)CC1>>[CH:24]1([C@@H:23]([NH:22][C:20]([C:59]2[C:57]3[C:56](=[N:55][CH:54]=[C:53]([C:51]4[CH:50]=[N:49][N:48]([CH2:46][CH3:47])[CH:52]=4)[N:58]=3)[NH:61][CH:60]=2)=[O:21])[C:27]([N:6]2[CH2:7][CH2:8][C:3]([F:9])([F:2])[CH2:4][CH2:5]2)=[O:29])[CH2:25][CH2:26]1

Participants

7

Reactant 6

HCID 31268PyrrolidineHCID 27583514,4-Difluoropiperidine hydrochlorideHCID 7005057(2R)-2-{[(tert-butoxy)carbonyl]amino}-3,3-dimethylbutanoic acidHCID 7146275(R)-2-((tert-Butoxycarbonyl)amino)-2-cyclopropylacetic acidHCID 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 58438589HCID 58438589, compound

Procedure

Prepared according to the procedure outlined in Example 1 substituting 4,4-difluoropiperidine hydrochloride for pyrrolidine, Boc-D-cyclopropyl glycine for Boc-D-tert-leucine, 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)+=458.

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-7bae24675e69431bac13931d1bb24281
Source dataset
uspto-grants-2013_08
Patent number
US08518945B2

Reaction notes

Loading…