1,3-Benzodioxole, 5-(chloromethyl)- → HCID 11516955, compound

HRID 1432197Notes

Reaction equation

HRID 1432197 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.Cl[CH2:19][C:20]1[CH:28]=[CH:27][C:23]2[O:24][CH2:25][O:26][C:22]=2[CH:21]=1>>[O:24]1[C:23]2[CH:27]=[CH:28][C:20]([CH2:19][N:14]3[CH2:13][CH2:12][CH:11]([NH:10][C:9]4[C:4]5[CH:3]=[C:2]([Cl:1])[S:17][C:5]=5[N:6]=[CH:7][N:8]=4)[CH2:16][CH2:15]3)=[CH:21][C:22]=2[O:26][CH2:25]1

Participants

3

Reactant 2

HCID 887131,3-Benzodioxole, 5-(chloromethyl)-HCID 579331476-chloro-N-(piperidin-4-yl)thieno[2,3-d]pyrimidin-4-amine

Product 1

HCID 11516955HCID 11516955, compound

Procedure

The title compound was prepared (69 mg, 47%) from 6-chloro-N-(piperidin-4-yl)thieno[2,3-d]pyrimidin-4-amine (100 mg, 0.37 mmol) and 5-(chloromethyl)benzo[d][1,3]dioxole (63 mg, 0.37 mmol) by following the general procedure described for Preparation 12. 1H NMR (400 MHz, CDCl3): δ 8.40 (s, 1H), 7.25 (s, 1H), 6.95 (s, 1H), 6.75-7.05 (m, 2H), 5.95 (s, 2H), 5.85 (d, 1H), 4.25 (m, 1H), 3.65 (s, 2H), 3.10 (m, 2H), 2.40 (m, 2H), 2.15 (m, 2H), 1.90 (m, 2H). MS (ESI) m/z: Calculated: 402.90; Observed: 403.2 (M++1).

Workup

  1. customdescribed for Preparation 12

Sources & evidence

ORD record
ord-ab26b6e975cb4776b0adc6f26f01e5f7
Source dataset
uspto-grants-2009_11
Patent number
US07612078B2

Reaction notes

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