Methanesulfonyl chloride → HCID 58177450, compound

HRID 1916102Notes

Reaction equation

[NH:1]1[CH2:7][CH2:6][CH2:5][CH2:4][CH:3]([NH:8][C:9]2[C:14]([C:15]3[N:16]=[C:17]4[CH:23]=[CH:22][N:21]([CH2:24][O:25][CH2:26][CH2:27][Si:28]([CH3:31])([CH3:30])[CH3:29])[C:18]4=[N:19][CH:20]=3)=[CH:13][CH:12]=[CH:11][N:10]=2)[CH2:2]1.[CH3:32][S:33](Cl)(=[O:35])=[O:34].CCN(C(C)C)C(C)C>>[CH3:32][S:33]([N:1]1[CH2:7][CH2:6][CH2:5][CH2:4][CH:3]([NH:8][C:9]2[C:14]([C:15]3[N:16]=[C:17]4[CH:23]=[CH:22][N:21]([CH2:24][O:25][CH2:26][CH2:27][Si:28]([CH3:31])([CH3:30])[CH3:29])[C:18]4=[N:19][CH:20]=3)=[CH:13][CH:12]=[CH:11][N:10]=2)[CH2:2]1)(=[O:35])=[O:34]

Participants

Reactant 3

HCID 31297Methanesulfonyl chloride

HCID 81531Diisopropylethylamine

HCID 69809870HCID 69809870, compound

Product 1

HCID 58177450HCID 58177450, compound

Procedure

(1-Methanesulfonyl-azepan-3-yl)-{3-[5-(2-trimethylsilanyl-ethoxymethyl)-5H-pyrrolo[2,3-b]pyrazin-2-yl]-pyridin-2-yl}-amine was prepared from azepan-3-yl-{3-[5-(2-trimethylsilanyl-ethoxymethyl)-5H-pyrrolo[2,3-b]pyrazin-2-yl]-pyridin-2-yl}-amine and methanesulfonyl chloride, using 4 equivalents of DIPEA as base and following the general synthetic procedures described in the above Examples.

Sources & evidence

ORD record: ord-812bebc1be594927aa20a7458604db5b
Source dataset: uspto-grants-2013_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08618103B2

Reaction notes

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