2-(Methylsulfonyl)ethanamine → HCID 57989741, compound

HRID 1961864Notes

Reaction equation

Cl[C:2]1[N:7]=[C:6]([C:8]2[S:12][C:11]([CH:13]([CH3:15])[CH3:14])=[N:10][C:9]=2[C:16]2[CH:17]=[CH:18][C:19]([F:29])=[C:20]([NH:22][S:23]([CH:26]3[CH2:28][CH2:27]3)(=[O:25])=[O:24])[CH:21]=2)[CH:5]=[CH:4][N:3]=1.[NH2:30][CH2:31][CH2:32][S:33]([CH3:36])(=[O:35])=[O:34]>>[F:29][C:19]1[CH:18]=[CH:17][C:16]([C:9]2[N:10]=[C:11]([CH:13]([CH3:15])[CH3:14])[S:12][C:8]=2[C:6]2[CH:5]=[CH:4][N:3]=[C:2]([NH:30][CH2:31][CH2:32][S:33]([CH3:36])(=[O:35])=[O:34])[N:7]=2)=[CH:21][C:20]=1[NH:22][S:23]([CH:26]1[CH2:28][CH2:27]1)(=[O:25])=[O:24]

Participants

Reactant 2

HCID 43405612-(Methylsulfonyl)ethanamine

HCID 57990069HCID 57990069, compound

Product 1

HCID 57989741HCID 57989741, compound

Procedure

Following a procedure analogous to the procedure described in Example 1 using N-{5-[5-(2-chloro-4-pyrimidinyl)-2-(1-methylethyl)-1,3-thiazol-4-yl]-2-fluorophenyl}cyclopropanesulfonamide (80 mg, 0.177 mmol) and 2-aminoethyl-methyl-sulfone (174 mg, 1.413 mmol) the title compound was obtained as a white solid (49 mg, 51% yield). 1H NMR (400 MHz, DMSO-d6) δ ppm 9.70 (s, 1H), 8.13 (d, J=4.8 Hz, 1H), 7.50 (dd, J=7.6, 1.6 Hz, 1H), 7.44 (t, J=4.9 Hz, 1H), 7.25-7.41 (m, 2H), 6.33 (d, J=4.5 Hz, 1H), 3.62 (d, J=5.5 Hz, 2H), 3.32 (br. s., 2H), 3.22-3.27 (m, 1H), 2.97 (s, 3H), 2.52-2.68 (m, 1H), 1.33 (d, J=6.9 Hz, 6H), 0.71-0.96 (m, 4H). MS (ESI): 540.1 [M+H]+.

Sources & evidence

ORD record: ord-634052a40a934a30b2861172615fd6c8
Source dataset: uspto-grants-2013_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08415345B2

Reaction notes

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