HCID 21026536, compound → HCID 21026546, compound

HRID 1432185Notes

Reaction equation

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

Participants

Reactant 2

HCID 21026536HCID 21026536, compound

HCID 22182420HCID 22182420, compound

Product 1

HCID 21026546HCID 21026546, compound

Procedure

The title compound was prepared (97 mg, 81%) from (4-methyl-piperidin-4-yl)-(5,6,7,8-tetrahydro-benzo[4,5]thieno[2,3-d]pyrimidin-4-yl)-amine (150 mg, 0.28 mmol) and methanesulfonic acid 1-(3-fluoro-phenyl)-ethyl ester (61.1 mg, 0.28 mmol) by following the procedure described for preparation 12. 1H NMR (400 MHz, CDCl3): 8 (ppm) 8.38 (s, 1H), 7.20 (s, 1H), 6.89-6.79 (m, 3H), 3.91 (q, 1H), 2.80-2.74 (m, 4H), 2.20-2.09 (M, 2H), 1.90 (m, 2H), 1.89-1.85 (m, 4H), 1.55 (m, 4H), 1.31 (s, 3H); MS (SEI): m/z: Calculated: 424.2; Observed: 425.2 (M++1).

Workup

customdescribed for preparation 12

Sources & evidence

ORD record: ord-063227ee20b045c28916b089bc7c1e22
Source dataset: uspto-grants-2009_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07612078B2

Reaction notes

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