4-Amino-1-Boc-piperidine → Tert-butyl-4-(6-chloro-5-methylthieno[2,3-d]pyrimidin-4-ylamino)piperidine-1-carboxylate

HRID 1432187Notes

Reaction equation

HRID 1432187 reaction equation
Cl[C:2]1[C:3]2[C:10]([CH3:11])=[C:9]([Cl:12])[S:8][C:4]=2[N:5]=[CH:6][N:7]=1.[NH2:13][CH:14]1[CH2:19][CH2:18][N:17]([C:20]([O:22][C:23]([CH3:26])([CH3:25])[CH3:24])=[O:21])[CH2:16][CH2:15]1>>[C:23]([O:22][C:20]([N:17]1[CH2:18][CH2:19][CH:14]([NH:13][C:2]2[C:3]3[C:10]([CH3:11])=[C:9]([Cl:12])[S:8][C:4]=3[N:5]=[CH:6][N:7]=2)[CH2:15][CH2:16]1)=[O:21])([CH3:26])([CH3:24])[CH3:25]

Participants

3

Reactant 2

HCID 12682914-Amino-1-Boc-piperidineHCID 122252634,6-Dichloro-5-methylthieno[2,3-d]pyrimidine

Product 1

HCID 22182390Tert-butyl-4-(6-chloro-5-methylthieno[2,3-d]pyrimidin-4-ylamino)piperidine-1-carboxylate

Procedure

The title compound was prepared (611 mg, 82%) from 4,6-dichloro-5-methylthieno[2,3-d]pyrimidine (425 mg, 1.94 mmol) and tert-butyl 4-aminopiperidine-1-carboxylate (582 mg, 2.9 mmol) by following the general procedure described for Preparation 9. 1H NMR (400 MHz, CDCl3): δ 8.40 (s, 1H), 5.25 (d, 1H), 4.35 (m, 1H), 4.30 (m, 2H), 3.00 (m, 2H), 2.55 (s, 3H), 2.15 (m, 2H), 1.45 (s, 9H), 1.35-1.55 (m, 2H).

Workup

  1. customdescribed for Preparation 9

Sources & evidence

ORD record
ord-6cac3f367c6c45f597ff69793e906c69
Source dataset
uspto-grants-2009_11
Patent number
US07612078B2

Reaction notes

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