HCID 22182414, compound → HCID 21026542, compound

HRID 1432179Notes

Reaction equation

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

Participants

Reactant 2

HCID 22182414HCID 22182414, compound

HCID 22182424HCID 22182424, compound

Product 1

HCID 21026542HCID 21026542, compound

Procedure

The title compound was prepared (110 mg, 55%) from 6-isobutyl-N-(piperidin-4-yl)thieno[2,3-d]pyrimidin-4-amine (130 mg, 0.45 mmol) and 1-(2,4,6-trifluorophenyl)ethyl methanesulfonate (228 mg, 0.9 mmol) by following the general procedure described for Preparation 12. 1H NMR (400 MHz, CDCl3): δ 8.40 (s, 1H), 6.75 (s, 1H), 6.65 (m, 2H), 4.95 (d, 1H), 4.15 9q, 1H), 4.05 (m, 1H), 3.00 (m, 2H), 2.70 (d, 2H), 2.20 (m, 1H), 2.10 (m, 2H), 1.90 (m, 1H), 1.55 (d, 3H), 1.25-1.65 (m, 2H), 0.95 (d, 6H). MS (ESI) m/z: Calculated: 448.55; Observed: 449.2 (M++1).

Workup

customdescribed for Preparation 12

Sources & evidence

ORD record: ord-2ee0faa3319944dcb0524ac7ecfa9567
Source dataset: uspto-grants-2009_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07612078B2

Reaction notes

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