5-Chlorothiophene-2-sulfonyl chloride → 4-[1-(2-{4-[(5-chloro-2-thienyl)sulfonyl]piperazin-1-yl}-1-methylethyl)-1H-pyrazol-4-yl]-7H-pyrrolo[2,3-d]pyrimidine

HRID 1772812Notes

Reaction equation

HRID 1772812 reaction equation
[CH3:1][CH:2]([N:10]1[CH:14]=[C:13]([C:15]2[C:16]3[CH:23]=[CH:22][N:21](COCC[Si](C)(C)C)[C:17]=3[N:18]=[CH:19][N:20]=2)[CH:12]=[N:11]1)[CH2:3][N:4]1[CH2:9][CH2:8][NH:7][CH2:6][CH2:5]1.[Cl:32][C:33]1[S:37][C:36]([S:38](Cl)(=[O:40])=[O:39])=[CH:35][CH:34]=1>>[Cl:32][C:33]1[S:37][C:36]([S:38]([N:7]2[CH2:6][CH2:5][N:4]([CH2:3][CH:2]([N:10]3[CH:14]=[C:13]([C:15]4[C:16]5[CH:23]=[CH:22][NH:21][C:17]=5[N:18]=[CH:19][N:20]=4)[CH:12]=[N:11]3)[CH3:1])[CH2:9][CH2:8]2)(=[O:40])=[O:39])=[CH:35][CH:34]=1

Participants

3

Reactant 2

HCID 27339255-Chlorothiophene-2-sulfonyl chlorideHCID 670549204-[1-(1-methyl-2-piperazin-1-ylethyl)-1H-pyrazol-4-yl]-7-{[2-(trimethylsilyl)ethoxy]methyl}-7H-pyrrolo[2,3-d]pyrimidine

Product 1

HCID 509950944-[1-(2-{4-[(5-chloro-2-thienyl)sulfonyl]piperazin-1-yl}-1-methylethyl)-1H-pyrazol-4-yl]-7H-pyrrolo[2,3-d]pyrimidine

Procedure

This compound was prepared according to the procedure of Example 92, using 4-[1-(1-methyl-2-piperazin-1-ylethyl)-1H-pyrazol-4-yl]-7-{[2-(trimethylsilyl)ethoxy]methyl}-7H-pyrrolo[2,3-d]pyrimidine and 5-chlorothiophene-2-sulfonyl chloride as the starting materials. 1H NMR (300 MHz, DMSO-D6): δ 12.05 (s, 1H); 8.62 (s, 1H); 8.60 (s, 1H); 8.22 (s, 1H); 7.54 (d, 1H); 7.48 (d, 1H); 7.28 (d, 1H); 6.90 (d, 1H); 4.63 (m, 1H); 2.85 (m, 5H); 2.61 (m, 3H); 2.41 (m, 2H); 1.41 (d, 3H); LCMS calculated for C20H23CIN7O2S2(M+H)+: m/z=492.0.

Workup

  1. customThis compound was prepared

Sources & evidence

ORD record
ord-46eb8cfa20e345f2aef3e947283f5694
Source dataset
uspto-grants-2016_02
Patent number
US09249145B2

Reaction notes

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