1-(Bromomethyl)-3-chlorobenzene → HCID 11703866, compound

HRID 1432178Notes

Reaction equation

HRID 1432178 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.Br[CH2:19][C:20]1[CH:25]=[CH:24][CH:23]=[C:22]([Cl:26])[CH:21]=1>>[Cl:26][C:22]1[CH:21]=[C:20]([CH:25]=[CH:24][CH:23]=1)[CH2:19][N:14]1[CH2:13][CH2:12][CH:11]([NH:10][C:9]2[C:4]3[CH:3]=[C:2]([Cl:1])[S:17][C:5]=3[N:6]=[CH:7][N:8]=2)[CH2:16][CH2:15]1

Participants

3

Reactant 2

HCID 698381-(Bromomethyl)-3-chlorobenzeneHCID 579331476-chloro-N-(piperidin-4-yl)thieno[2,3-d]pyrimidin-4-amine

Product 1

HCID 11703866HCID 11703866, compound

Procedure

The title compound was prepared (70 mg, 43%) from 6-chloro-N-(piperidin-4-yl)thieno[2,3-d]pyrimidin-4-amine (110 mg, 0.41 mmol) and 1-(bromomethyl)-3-chlorobenzene (93 mg, 0.45 mmol) by following the general procedure described for Preparation 12. 1H NMR (400 MHz, CDCl3): δ 8.45 (s, 1H), 7.35 (s, 1H), 7.10 (m, 4H), 5.25 (d, 1H), 4.20 (m, 1H), 3.50 (s, 2H), 2.90 (m, 2H), 2.35 (m, 2H), 2.10 (m, 2H), 1.60 (m, 2H). MS (ESI) m/z: Calculated: 392.06; Observed: 393.2 (M++1).

Workup

  1. customdescribed for Preparation 12

Sources & evidence

ORD record
ord-20a506f699ba47a99c63fe1684bfc404
Source dataset
uspto-grants-2009_11
Patent number
US07612078B2

Reaction notes

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