HCID 22182381, compound → HCID 22182404, compound

HRID 1432170Notes

Reaction equation

HRID 1432170 reaction equation
Cl[C:2]1[C:3]2[CH:10]=[C:9]([CH2:11][CH:12]([CH3:14])[CH3:13])[S:8][C:4]=2[N:5]=[CH:6][N:7]=1.[F:15][C:16]1[CH:17]=[C:18]([CH:22]([N:24]2[CH2:29][CH2:28][CH:27]([NH2:30])[CH2:26][CH2:25]2)[CH3:23])[CH:19]=[CH:20][CH:21]=1>>[F:15][C:16]1[CH:17]=[C:18]([CH:22]([N:24]2[CH2:25][CH2:26][CH:27]([NH:30][C:2]3[C:3]4[CH:10]=[C:9]([CH2:11][CH:12]([CH3:14])[CH3:13])[S:8][C:4]=4[N:5]=[CH:6][N:7]=3)[CH2:28][CH2:29]2)[CH3:23])[CH:19]=[CH:20][CH:21]=1

Participants

3

Reactant 2

HCID 22182381HCID 22182381, compoundHCID 22182430HCID 22182430, compound

Product 1

HCID 22182404HCID 22182404, compound

Procedure

The title compound was prepared (291 mg, 64%) from 4-chloro-6-isobutylthieno[2,3-d]pyrimidine (250 mg, 1.1 mmol) and 1-(1-(3-fluorophenyl)ethyl)piperidin-4-amine (0.49 mg, 2.2 mmol) by following the general procedure described for Preparation 6. 1H NMR (400 MHz, CDCl3): δ 8.40 (s, 1H), 7.25 (m, 1H), 7.05 (m, 2H), 6.95 (m, 1H), 6.75 (s, 1H), 5.00 (m, 1H), 4.10 (m, 1H), 3.45 (m, 1H), 3.00 (d, 1H), 2.80 (d, 1H), 2.70 (d, 2H), 1.85-2.25 (m, 5H), 1.45-1.65 (m, 2H), 1.35 (d, 3H), 0.95 (d, 6H). MS (ESI) m/z: Calculated: 412.57; Observed: 413.3 (M++1).

Workup

  1. customdescribed for Preparation 6

Sources & evidence

ORD record
ord-b7e45cbd1875402bbda5ee2c3981b916
Source dataset
uspto-grants-2009_11
Patent number
US07612078B2

Reaction notes

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