4-Fluoro-3-methoxybenzaldehyde → HCID 11524300, compound

HRID 1432196Notes

Reaction equation

HRID 1432196 reaction equation
[Cl:1][C:2]1[S:17][C:5]2[N:6]=[CH:7][N:8]=[C:9]([NH:10][CH:11]3[CH2:16][CH2:15][NH:14][CH2:13][CH2:12]3)[C:4]=2[CH:3]=1.[F:18][C:19]1[CH:26]=[CH:25][C:22]([CH:23]=O)=[CH:21][C:20]=1[O:27][CH3:28]>>[F:18][C:19]1[CH:26]=[CH:25][C:22]([CH2:23][N:14]2[CH2:13][CH2:12][CH:11]([NH:10][C:9]3[C:4]4[CH:3]=[C:2]([Cl:1])[S:17][C:5]=4[N:6]=[CH:7][N:8]=3)[CH2:16][CH2:15]2)=[CH:21][C:20]=1[O:27][CH3:28]

Participants

3

Reactant 2

HCID 27373584-Fluoro-3-methoxybenzaldehydeHCID 579331476-chloro-N-(piperidin-4-yl)thieno[2,3-d]pyrimidin-4-amine

Product 1

HCID 11524300HCID 11524300, compound

Procedure

The title compound was prepared (64 mg, 43%) from 6-chloro-N-(piperidin-4-yl)thieno[2,3-d]pyrimidin-4-amine (100 mg, 0.37 mmol) and 4-fluoro-3-methoxybenzaldehyde (57 mg, 0.37 mmol) by following the general procedure described for Preparation 11. 1H NMR (400 MHz, CDCl3): δ 8.45 (s, 1H), 7.00 (m, 3H), 6.85 (m, 1H), 5.00 (d, 1H), 4.20 (m, 1H), 3.90 (s, 3H), 3.50 (s, 2H), 2.90 (m, 2H), 2.20 (m, 2H), 2.10 (m, 2H), 1.60 (m, 2H). MS (ESI) m/z: Calculated: 406.90; Observed: 407.2 (M++1).

Workup

  1. customdescribed for Preparation 11

Sources & evidence

ORD record
ord-3b35ac86d57140c8802f6d5d1d05e5d5
Source dataset
uspto-grants-2009_11
Patent number
US07612078B2

Reaction notes

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